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US4089860A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of hydantoins by reacting esters of ethylene-1,2-dicarboxylic acids and ureas and thioureas

Assignee: Bayer AG
•
Filing: 1976-08-31
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Granted: 1978-05-16
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Expires: 1996-08-31
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Abstract

Abstract A process for the preparation of (thio) hydantoins modified with carboxylic ester groups, wherein 1,2-ethylene dicarbocylic acid esters which may be substituted are reacted with (thio) urea compounds in a single stage reaction.

Inventors

  • 👤 Rudolf Merten
  • 👤 Ludwig Rottmaier

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 23:02
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/0605; C08G73/0616; C07; C07D; C07D233/00; C07D233/54; C07D233/66; C07D233/72; C07D233/76; C08G18/00; C08G18/06; C08G18/83; C08G18/831

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 204 words
A process for preparing a compound of the formula ##STR5## wherein R is alkyl having one to eighteen carbon atoms; R 1 and R 2 are hydrogen or alkyl having 1 to 18 carbon atoms; R 3 is monofunctional or polyfunctional and is selected from the group consisting of hydrogen; alkyl and cycloalkyl each having up to 18 carbon atoms; said alkyl and cycloalkyl substituted with halogen or hydroxy; aryl and aralkyl each having up to 16 carbon atoms; said aryl substituted with nitro, halogen, lower alkyl, lower alkoxy, or hydroxy; furan; pyridine; thiophene; imidazole; pyrimidine and piperazine; R 4 is monofunctional or polyfunctional and is selected from the group consisting of hydrogen; alkyl and cycloalkyl each having up to eighteen carbon atoms; said alkyl and said cycloalkyl substituted by halogen or hydroxy; aryl and aralkyl each having up to 16 carbon atoms; said aryl substituted with nitro, halogen, lower alkyl, lower alkoxy or hydroxy; furan; pyridine; thiophene; imidazole; pyrimidine and piperazine; X is O or S and n is from 1 to 30, said process comprising reacting a compound of the formula ##STR6## with a compound of the formula ##STR7## at a temperature of from 80° to 250° C in a single-stage reaction.
Claim 2
Dependent Claim 204 words
A process for preparing a compound of the formula ##STR5## wherein R is alkyl having one to eighteen carbon atoms; R 1 and R 2 are hydrogen or alkyl having 1 to 18 carbon atoms; R 3 is monofunctional or polyfunctional and is selected from the group consisting of hydrogen; alkyl and cycloalkyl each having up to 18 carbon atoms; said alkyl and cycloalkyl substituted with halogen or hydroxy; aryl and aralkyl each having up to 16 carbon atoms; said aryl substituted with nitro, halogen, lower alkyl, lower alkoxy, or hydroxy; furan; pyridine; thiophene; imidazole; pyrimidine and piperazine; R 4 is monofunctional or polyfunctional and is selected from the group consisting of hydrogen; alkyl and cycloalkyl each having up to eighteen carbon atoms; said alkyl and said cycloalkyl substituted by halogen or hydroxy; aryl and aralkyl each having up to 16 carbon atoms; said aryl substituted with nitro, halogen, lower alkyl, lower alkoxy or hydroxy; furan; pyridine; thiophene; imidazole; pyrimidine and piperazine; X is O or S and n is from 1 to 30, said process comprising reacting a compound of the formula ##STR6## with a compound of the formula ##STR7## at a temperature of from 80° to 250° C in a single-stage reaction.
Claim 3
Dependent Claim 13 words
A process as claimed in claim 1 wherein n represents 1 or 2.
Claim 4
Dependent Claim 17 words
A process as claimed in claim 1 wherein R 3 and/or R 4 is a difunctional group.
Claim 5
Dependent Claim 22 words
A process as claimed in claim 1 wherein the reaction is carried out at a temperature of from 150° to 200° C.
Claim 6
Dependent Claim 17 words
A process as claimed in claim 1 wherein the reaction is carried out in an inert solvent.
Claim 7
Dependent Claim 25 words
A process as claimed in claim 5 wherein the inert solvent is an aliphatic or aromatic hydrocarbon which may be halogenated or a polar solvent.

References Cited (Backward Citations)

US2895817A Cited
US3818032A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-05-15 1981-11-14 1982-05-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-05-15 1985-11-14 1986-05-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-05-15 1989-11-14 1990-05-16 $7700.00 Window Closed / Lapsed

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