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US4149005A
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US
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Process for preparing 1-phenyl-3-aminopyrazoles
Assignee: Montedison SpA
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Filing: 1977-06-24
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Granted: 1979-04-10
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Expires: 1997-06-24
Abstract
Abstract 1-PHENYL-3-AMINO-2-PYRAZOLINES ARE CATALYTICALLY OXIDIZED TO 1-PHENYL-3-AMINOPYRAZOLES, USING OXYGEN AND/OR AIR AS THE OXIDIZING AGENT AND IN THE PRESENCE OF COPPER SALTS, OPTIONALLY ASSOCIATED WITH METALLIC COPPER AND/OR AN AROMATIC, HETEROCYCLIC ORGANIC BASE SELECTED FROM N-dialkyl anilines, pyridines, piperidine, and ethanolamine, or equivalents thereof, in an inert reaction medium and at a temperature of from about 20° C. to about 40° C.
Inventors
- 👤 Ruggero Battisti
- 👤 Luigi Cassar
- 👤 Nicola Mazzaferro
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 14:07
CPC Classifications
C; C07; C07D; C07D231/00; C07D231/02; C07D231/10; C07D231/14; C07D231/38; C07D231/44; C07D231/46; C09; C09B; C09B29/00; C09B29/0025; C09B29/0029; C09B29/0037; C09B29/34; C09B29/36; C09B29/3604; C09B29/3647; C09B29/3652; C09B29/366
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
132 words
Process for preparing a phenyl-3-aminopyrazole having the formula: ##STR4## in which R is H or CH 3 ; X is H, Br, Cl, CF 3 or an alkyl, alkoxyl or carboxyl alkyl group having from 1 to 4 carbon atoms and n is 1 or 2, which process consists in oxidizing a 1-phenyl-3-amino-2-pyrazoline of the formula: ##STR5## in which R, X and n have the same meaning as in formula (I), in an atmosphere of oxygen and/or air, in the presence of at least a copper salt as catalyst and in a total amount of at least 5% by weight expressed as moles of metal Cu in respect of the moles of 1-phenyl-3-amino-2-pyrazoline introduced, in an inert reaction medium, and at a temperature of from about 20° C. to about 40° C.
Claim 2
Dependent Claim
132 words
Process for preparing a phenyl-3-aminopyrazole having the formula: ##STR4## in which R is H or CH 3 ; X is H, Br, Cl, CF 3 or an alkyl, alkoxyl or carboxyl alkyl group having from 1 to 4 carbon atoms and n is 1 or 2, which process consists in oxidizing a 1-phenyl-3-amino-2-pyrazoline of the formula: ##STR5## in which R, X and n have the same meaning as in formula (I), in an atmosphere of oxygen and/or air, in the presence of at least a copper salt as catalyst and in a total amount of at least 5% by weight expressed as moles of metal Cu in respect of the moles of 1-phenyl-3-amino-2-pyrazoline introduced, in an inert reaction medium, and at a temperature of from about 20° C. to about 40° C.
Claim 3
Dependent Claim
38 words
The process of claim 1, in which the oxidation is conducted in the presence of at least a copper salt selected from the group consisting of CuCl, CuCl 2 , CuSO 4 , and cupric or cuprous acetate.
Claim 4
Dependent Claim
33 words
The process of claim 1, in which the copper salt is employed in association with metallic copper and/or with an organic base selected from the group consisting of N,N-dialkylaniline pyrine, piperidine and ethanolamine.
Claim 5
Dependent Claim
37 words
The process of claim 1, in which the oxidation is conducted in a medium selected from the group consisting of lower alcohols, acetonitrile, acetic acid, chlorobenzene, also in the presence of lesser amounts of H 2 O.
Claim 6
Dependent Claim
21 words
The process of claim 4, in which the medium in which the oxidation is conducted contains a minor amount of water.
References Cited (Backward Citations)
SU371227A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1982-04-09 | 1982-10-09 | 1983-04-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-04-09 | 1986-10-09 | 1987-04-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-04-09 | 1990-10-09 | 1991-04-10 | $7700.00 | Window Closed / Lapsed |