US4482546A
Expired / Lapsed
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Fungicidal N-phenylcarbamates
Assignee: Sumitomo Chemical Co Ltd
•
Filing: 1982-04-12
•
Granted: 1984-11-13
•
Expires: 2002-04-12
Abstract
Abstract Use of an N-phenylcarbamate of the formula: <IMAGE> as a fungicidal agent against phytophatogenic fungi, particularly strains which are resistant to benzimidazole thiophanate fungicides and/or cyclic imide fungicides.
Inventors
- 👤 Junya Takahashi
- 👤 Toshiro Kato
- 👤 Katsuzo Kamoshita
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 23:38
CPC Classifications
A; A01; A01N; A01N47/00; A01N47/08; A01N47/10; A01N47/20; C; C07; C07C; C07C269/00; C07C269/04; C07C271/00; C07C271/06; C07C271/08; C07C271/26; C07C271/28; C07D; C07D317/00; C07D317/08; C07D317/10; C07D317/14; C07D317/28
Claims Analysis
Total Claims: 124
Claim 1
Independent Claim
287 words
An N-phenylcarbamate of the formula: ##STR208## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR209## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3 or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 3 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy, phenoxy, lower aralkyloxy and lower cycloalkyl, with the proviso that ethyl N-(3,4,5-trimethoxy)phenylcarbamate, ethyl N-(3,4,5-triethoxy)phenylcarbamate 2-butynyl N-C3,4,5-trimethoxyphenyl)carbamate and propargyl N-(3,5-dibromo-4-methoxy)phenylcarbamate are not included and with the further proviso that when Z is sulfur and X and Y are each halogen, R 1 and R 2 are not both methyl.
Claim 2
Dependent Claim
287 words
An N-phenylcarbamate of the formula: ##STR208## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR209## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3 or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 3 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy, phenoxy, lower aralkyloxy and lower cycloalkyl, with the proviso that ethyl N-(3,4,5-trimethoxy)phenylcarbamate, ethyl N-(3,4,5-triethoxy)phenylcarbamate 2-butynyl N-C3,4,5-trimethoxyphenyl)carbamate and propargyl N-(3,5-dibromo-4-methoxy)phenylcarbamate are not included and with the further proviso that when Z is sulfur and X and Y are each halogen, R 1 and R 2 are not both methyl.
Claim 3
Dependent Claim
123 words
The N-phenylcarbamate according to claim 1, wherein X and Y are independently fluorine, chlorine, bromine, iodine, methyl, ethyl, n-propyl, n-butyl, vinyl, 1-propenyl, 2-propenyl, ethynyl, methoxy, ethoxy, cyano, 1,2-dibromoethyl, hydroxymethyl, cyanomethyl, 2-cyanoethyl, 2-cyanovinyl, methoxymethyl, ethoxymethyl, allyloxymethyl, propargyloxymethyl, 2-fluoroethoxymethyl, methoxycarbonyl, ethoxycarbonyl, allyloxycarbonyl, 2-fluoroethoxycarbonyl, propargyloxycarbonyl, dimethoxymethyl, diethoxymethyl, ethylenedioxymethyl, formyl, acetyl, hydroxyiminomethyl, methoxyiminomethyl, carbamoyl, or N-methylcarbamoyl, Z is oxygen or sulfur, R 1 is methyl, ethyl, n-propyl, allyl, 2-butenyl, 3-butenyl, propargyl, 3-butynyl, difluoromethyl, 2-chloroethyl, 2,2,2-trifluoroethyl, 2-methoxyethyl or cyclopropylmethyl and R 2 is methyl, ethyl, isopropyl, sec-butyl, allyl, 1-ethylpropyl, 1-methylbutyl, 1-methylpentyl, 1-methylheptyl, 1-methyl-2-propenyl, propargyl, 2-butenyl, 1-methyl-3-butenyl, 1-pentyl-2-propenyl, 1-methyl-2-propynyl, 1-ethyl-2-propynyl, 2-butynyl, 3-butynyl, 1-methyl-3-butynyl, 1-butyl-2-propynyl, 1-pentyl-2-propynyl, cyclobutyl, 2-cyanoethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2,2,2-trifluoroethyl, 1-fluoromethyl-2-fluoroethyl, 1-chloromethylethyl, 1-bromomethylpropyl, 1-methoxymethyl-2-chloroethyl, 4-chloro-2-butenyl, 4-chloro-2-butynyl, 1-cyclopropylethyl, 1-cyclopentylethyl, 2-methoxyethyl, 2-n-propoxyethyl, 2-isopropoxyethyl, 2-allyloxyethyl, 2-(2-chloroethoxy)ethyl, 2-benzyloxyethyl, 1-methyl-2-methoxyethyl, 1-methyl-2-n-butoxyethyl or 1-methyl-2-phenoxyethyl.
Claim 4
Dependent Claim
75 words
The N-phenylcarbamate according to claim 1, wherein X and Y are independently chlorine, bromine, iodine, methyl, ethyl, n-propyl, vinyl, 1-propenyl, 2-propenyl, ethynyl, methoxy, ethoxy, cyano, 1,2-dibromoethyl, methoxymethyl, methoxycarbonyl, dimethoxymethyl, diethoxymethyl, acetyl or methoxyiminomethyl, Z is oxygen, R 1 is methyl, ethyl, allyl, propargyl, difluoromethyl or 2-chloroethyl and R 2 is methyl, ethyl, isopropyl, sec-butyl, allyl, 1-ethylpropyl, 1-methyl-2-propenyl, 2-butenyl, propargyl, 1-methyl-2-propynyl, 1-ethyl-2-propynyl, 2-butynyl, 1-methyl-3-butynyl, 2-cyanoethyl, 2-fluoroethyl, 1-fluoromethyl-2-fluoroethyl, 1-chloromethylethyl, 1-methoxymethyl-2-chloroethyl, 4-chloro-2-butynyl, 1-cyclopropylethyl, 2-(2-chloroethoxy)ethyl or 1-methyl-2-methoxyethyl or 1-methyl-2-n-butoxyethyl.
Claim 5
Dependent Claim
47 words
The N-phenylcarbamate according to claim 1, wherein X and Y are independently chlorine, bromine, methoxymethyl, methyl, ethyl or n-propyl, Z is oxygen, R 1 is ethyl, allyl, propargyl or 2-chloroethyl and R 2 is methyl, ethyl, isopropyl, sec-butyl, allyl, 1-methyl-2-propenyl, propargyl, 1-methyl-2-propynyl, 2-butynyl, 2-cyanoethyl, 4-chloro-2-butynyl or 1-methyl-2-methoxyethyl.
Claim 6
Dependent Claim
55 words
The N-phenylcarbamate according to claim 1, wherein X is methoxy or ethoxy, Y is chlorine, bromine, methyl, ethyl, n-propyl, methoxy, ethoxy, cyano, methoxymethyl, methoxycarbonyl, dimethoxymethyl or acetyl, Z is oxygen, R 1 is ethyl, allyl, propargyl or 2-chloroethyl and R 2 is methyl, ethyl, isopropyl, sec-butyl, allyl, 1-methyl-2-propenyl, propargyl, 1-methyl-2-propynyl, 2-butynyl, 2-cyanoethyl, 4-chloro-2-butynyl or 1-methyl-2-methoxyethyl.
Claim 7
Dependent Claim
16 words
The N-phenylcarbamate according to claim 4, wherein X and Y are independently chlorine, methyl or methoxymethyl.
Claim 8
Dependent Claim
11 words
The N-phenylcarbamate according to claim 6, wherein R 1 is ethyl.
Claim 9
Dependent Claim
14 words
The N-phenylcarbamate according to claim 5, wherein Y is chlorine, methyl, methoxymethyl or cyano.
Claim 10
Dependent Claim
11 words
The N-phenylcarbamate according to claim 8, wherein R 1 is ethyl.
Claim 11
Dependent Claim
2 words
Isopropyl N-(3,5-dichloro-4-ethoxyphenyl)carbamate.
Claim 12
Dependent Claim
2 words
Isopropyl N-(3,5-dichloro-4-ethoxyphenyl)carbamate.
Claim 13
Dependent Claim
2 words
Isopropyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 14
Dependent Claim
2 words
Isopropyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 15
Dependent Claim
2 words
Propargyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 16
Dependent Claim
2 words
Propargyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 17
Dependent Claim
2 words
1-Methyl-2-propenyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 18
Dependent Claim
2 words
1-Methyl-2-propenyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 19
Dependent Claim
2 words
1-Methyl-2-propynyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 20
Dependent Claim
2 words
1-Methyl-2-propynyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 21
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 22
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-(3,5-dimethyl-4-ethoxyphenyl)carbamate.
Claim 23
Dependent Claim
2 words
Isopropyl N-[3,5-dimethyl-4-(2-propynyloxy)phenyl]carbamate.
Claim 24
Dependent Claim
2 words
Isopropyl N-[3,5-dimethyl-4-(2-propynyloxy)phenyl]carbamate.
Claim 25
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-methoxyphenyl)carbamate.
Claim 26
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-methoxyphenyl)carbamate.
Claim 27
Dependent Claim
2 words
Methyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 28
Dependent Claim
2 words
Methyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 29
Dependent Claim
2 words
Ethyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 30
Dependent Claim
2 words
Ethyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 31
Dependent Claim
2 words
Isopropyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 32
Dependent Claim
2 words
Isopropyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 33
Dependent Claim
2 words
sec-Butyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 34
Dependent Claim
2 words
sec-Butyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 35
Dependent Claim
2 words
Allyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 36
Dependent Claim
2 words
Allyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 37
Dependent Claim
2 words
Propargyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 38
Dependent Claim
2 words
Propargyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 39
Dependent Claim
2 words
1-Methyl-2-propenyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 40
Dependent Claim
2 words
1-Methyl-2-propenyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 41
Dependent Claim
2 words
1-Methyl-2-propynyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 42
Dependent Claim
2 words
1-Methyl-2-propynyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 43
Dependent Claim
2 words
4-Chloro-2-butynyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 44
Dependent Claim
2 words
4-Chloro-2-butynyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 45
Dependent Claim
2 words
2-Cyanoethyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 46
Dependent Claim
2 words
2-Cyanoethyl N-(3-chloro-4,5-diethoxyphenyl)carbamate.
Claim 47
Dependent Claim
2 words
Isopropyl N-[3-chloro-5-ethoxy-4-(2-propenyloxy)phenyl]carbamate.
Claim 48
Dependent Claim
2 words
Isopropyl N-[3-chloro-5-ethoxy-4-(2-propenyloxy)phenyl]carbamate.
Claim 49
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-[3-chloro-5-ethoxy-4-(2-propenyloxy)phenyl]carbamate.
Claim 50
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-[3-chloro-5-ethoxy-4-(2-propenyloxy)phenyl]carbamate.
Claim 51
Dependent Claim
2 words
Isopropyl N-[3-chloro-5-ethoxy-4-(2-propynyloxy)phenyl]carbamate.
Claim 52
Dependent Claim
2 words
Isopropyl N-[3-chloro-5-ethoxy-4-(2-propynyloxy)phenyl]carbamate.
Claim 53
Dependent Claim
2 words
Isopropyl N-[3-chloro-4-(2-chloroethyloxy)-5-ethoxyphenyl]carbamate.
Claim 54
Dependent Claim
2 words
Isopropyl N-[3-chloro-4-(2-chloroethyloxy)-5-ethoxyphenyl]carbamate.
Claim 55
Dependent Claim
2 words
Isopropyl N-(3-methoxy-4-ethoxy-5-methylphenyl)carbamate.
Claim 56
Dependent Claim
2 words
Isopropyl N-(3-methoxy-4-ethoxy-5-methylphenyl)carbamate.
Claim 57
Dependent Claim
2 words
Methyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 58
Dependent Claim
2 words
Methyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 59
Dependent Claim
2 words
Ethyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 60
Dependent Claim
2 words
Ethyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 61
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 62
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 63
Dependent Claim
2 words
sec-Butyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 64
Dependent Claim
2 words
sec-Butyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 65
Dependent Claim
2 words
Propargyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 66
Dependent Claim
2 words
Propargyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 67
Dependent Claim
2 words
1-Methyl-2-propenyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 68
Dependent Claim
2 words
1-Methyl-2-propenyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 69
Dependent Claim
2 words
1-Methyl-2-propynyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 70
Dependent Claim
2 words
1-Methyl-2-propynyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 71
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 72
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 73
Dependent Claim
2 words
4-Chloro-2-butynyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 74
Dependent Claim
2 words
4-Chloro-2-butynyl N-(3,4-diethoxy-5-methylphenyl)carbamate.
Claim 75
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-ethylphenyl)carbamate.
Claim 76
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-ethylphenyl)carbamate.
Claim 77
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-vinylphenyl)carbamate.
Claim 78
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-vinylphenyl)carbamate.
Claim 79
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methoxyphenyl)carbamate.
Claim 80
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methoxyphenyl)carbamate.
Claim 81
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methoxymethylphenyl)carbamate.
Claim 82
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methoxymethylphenyl)carbamate.
Claim 83
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-(3,4-diethoxy-5-methoxymethylphenyl)carbamate.
Claim 84
Dependent Claim
2 words
1-Methyl-2-methoxyethyl N-(3,4-diethoxy-5-methoxymethylphenyl)carbamate.
Claim 85
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-methoxymethylphenyl)carbamate.
Claim 86
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-methoxymethylphenyl)carbamate.
Claim 87
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methoxycarbonylphenyl)carbamate.
Claim 88
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-methoxycarbonylphenyl)carbamate.
Claim 89
Dependent Claim
2 words
Isopropyl N-(3-cyano-4,5-diethoxyphenyl)carbamate.
Claim 90
Dependent Claim
2 words
Isopropyl N-(3-cyano-4,5-diethoxyphenyl)carbamate.
Claim 91
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-ethoxy-5-methoxymethylphenyl)carbamate.
Claim 92
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-ethoxy-5-methoxymethylphenyl)carbamate.
Claim 93
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-ethoxy-5-n-propylphenyl)carbamate.
Claim 94
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-ethoxy-5-n-propylphenyl)carbamate.
Claim 95
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-bromophenyl)carbamate.
Claim 96
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-bromophenyl)carbamate.
Claim 97
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-propynyloxy-5-ethoxyphenyl)carbamate.
Claim 98
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-propynyloxy-5-ethoxyphenyl)carbamate.
Claim 99
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-acetylphenyl)carbamate.
Claim 100
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-acetylphenyl)carbamate.
Claim 101
Dependent Claim
2 words
Isopropyl N-[3,4-diethoxy-5-(1,2-dibromoethyl)phenyl]carbamate.
Claim 102
Dependent Claim
2 words
Isopropyl N-[3,4-diethoxy-5-(1,2-dibromoethyl)phenyl]carbamate.
Claim 103
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-propynyloxy-5-methoxyphenyl)carbamate.
Claim 104
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-propynyloxy-5-methoxyphenyl)carbamate.
Claim 105
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-dimethoxymethylphenyl)carbamate.
Claim 106
Dependent Claim
2 words
Isopropyl N-(3,4-diethoxy-5-dimethoxymethylphenyl)carbamate.
Claim 107
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-n-propylphenyl)carbamate.
Claim 108
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-n-propylphenyl)carbamate.
Claim 109
Dependent Claim
2 words
Isopropyl N-(3-bromo-4-ethoxy-5-methoxyphenyl)carbamate.
Claim 110
Dependent Claim
2 words
Isopropyl N-(3-bromo-4-ethoxy-5-methoxyphenyl)carbamate.
Claim 111
Dependent Claim
2 words
Isopropyl N-(3,5-diethyl-4-ethoxyphenyl)carbamate.
Claim 112
Dependent Claim
2 words
Isopropyl N-(3,5-diethyl-4-ethoxyphenyl)carbamate.
Claim 113
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-methylphenyl)carbamate.
Claim 114
Dependent Claim
2 words
Isopropyl N-(3-chloro-4-ethoxy-5-methylphenyl)carbamate.
Claim 115
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-ethoxy-5-allylphenyl)carbamate.
Claim 116
Dependent Claim
2 words
Isopropyl N-(3-methyl-4-ethoxy-5-allylphenyl)carbamate.
Claim 117
Dependent Claim
283 words
The fungicidal composition which comprises as an active ingredient a fungicidally effective amount of an N-phenylcarbamate of the formula: ##STR210## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR211## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3 or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 3 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy group, phenoxy, lower aralkyloxy and lower cycloalkyl, and an inert carrier or diluent, and further comprises as an additional active ingredient(s) a benzimidazole thiophanate fungicide and/or a cyclic imide fungicide.
Claim 118
Dependent Claim
283 words
The fungicidal composition which comprises as an active ingredient a fungicidally effective amount of an N-phenylcarbamate of the formula: ##STR210## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR211## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3 or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 3 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy group, phenoxy, lower aralkyloxy and lower cycloalkyl, and an inert carrier or diluent, and further comprises as an additional active ingredient(s) a benzimidazole thiophanate fungicide and/or a cyclic imide fungicide.
Claim 119
Dependent Claim
37 words
The fungicidal composition according to claim 63, wherein the benzimidazole thiophanate fungicide includes methyl 1-(butylcarbamoyl)benzimidazol-2-ylcarbamate, 2-(2-furyl)benzimidazole, 2-(4-thiazolyl)benzimidazole, methyl benzimidazol-2-ylcarbamate, 1,2-bis(3-methoxycarbonyl-2-thioureido)benzene, 1,2-bis(3-ethoxycarbonyl-2-thioureido)benzene, 2-(O,S-dimethylphosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene or 2-(O,O-dimethylthiophosphorylamino)-1-(3'-methoxycarbonyl-2'-thioureido)benzene and said cyclic imide fungicide includes 3-(3',5'-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide, 3-(3',5'-dichlorophenyl)-1-isopropylcarbamoylimidazolidine-2,4-dione, 3-(3',5'-dichlorophenyl)-5-methyl-5-vinyloxazoline-2,4-dione or ethyl (RS)-3-(3',5'l -dichlorophenyl)-5-methyl-2,4-dioxooxazolidine-5-carboxylate.
Claim 120
Independent Claim
269 words
A method for controlling plant pathogenic fungi which comprises applying a fungicidally effective amount of at least one of the N-phenylcarbamates of the formula: ##STR212## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR213## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3, or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 1 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy group, phenoxy, lower aralkyloxy and lower cycloalkyl, to plant pathogenic fungi.
Claim 121
Independent Claim
269 words
A method for controlling plant pathogenic fungi which comprises applying a fungicidally effective amount of at least one of the N-phenylcarbamates of the formula: ##STR212## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR213## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3, or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 1 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy group, phenoxy, lower aralkyloxy and lower cycloalkyl, to plant pathogenic fungi.
Claim 122
Dependent Claim
15 words
The method according to claim 65, wherein the plant pathogenic fungi is the drug-resistant strain.
Claim 123
Independent Claim
274 words
A method for controlling plant pathogenic fungi which comprises applying a fungicidally effective amount of a mixture of the N-phenylcarbamate of the formula: ##STR214## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR215## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3 or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 3 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy group, phenoxy, lower aralkyloxy and lower cycloalkyl, and a benzimidazole thiophanate fungicide and/or a cyclic imide fungicide.
Claim 124
Independent Claim
274 words
A method for controlling plant pathogenic fungi which comprises applying a fungicidally effective amount of a mixture of the N-phenylcarbamate of the formula: ##STR214## wherein X and Y, which may be the same or different, are each a halogen atom, a lower alkyl group, a lower alkenyl group, a lower cyanoalkenyl group, a lower alkynyl group, a lower alkoxy group, a cyano group, a lower alkyl group substituted with at least one member selected from the group consisting of halogen, hydroxyl and cyano, or a group of the formula: ##STR215## in which R 3 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower haloalkyl group, R 4 and R 5 , which may be the same or different, are each a lower alkyl group, R 6 is a hydrogen atom or a lower alkyl group, n is 2, 3 or 4, Z is an oxygen atom or a sulfur atom, R 1 is a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, lower alkoxy and lower cycloalkyl and R 2 is a C 1 -C 8 alkyl group, a C 3 -C 8 alkenyl group, a C 3 -C 8 alkynyl group, a lower cycloalkyl group, a lower haloalkenyl group, a lower haloalkynyl group or a lower alkyl group substituted with at least one member selected from the group consisting of halogen, cyano, lower alkoxy, lower alkenyloxy, lower haloalkoxy group, phenoxy, lower aralkyloxy and lower cycloalkyl, and a benzimidazole thiophanate fungicide and/or a cyclic imide fungicide.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-11-13 | 1988-05-14 | 1988-11-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-11-13 | 1992-05-14 | 1992-11-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-11-13 | 1996-05-14 | 1996-11-13 | $7700.00 | Window Closed / Lapsed |