US4001232A
Expired / Lapsed
US
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Process for preparing 1-substituted 2-methyl-tetrahydropyrimidines
Assignee: Bayer AG
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Filing: 1975-07-22
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Granted: 1977-01-04
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Expires: 1995-07-22
Abstract
Abstract 1-SUBSTITUTED 2-METHYL-TETRAHYDROPYRIMIDINES ARE PREPARED BY REACTING AN N-substituted propylene diamine with an acetoacetic acid ester or amine at a temperature of from 0° to 80° C and removing the water produced in the reaction at a temperature of from 0° to 80° C.
Inventors
- 👤 Gerhard Groegler
- 👤 Gerhard Dankert
- 👤 Klaus Recker
- 👤 Josef Backes
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 19:55
CPC Classifications
C; C07; C07D; C07D239/00; C07D239/02; C07D239/06; B; B01; B01J; B01J31/00; B01J31/02; B01J31/0234; B01J31/0235; B01J31/0237; B01J31/0241; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/16; C08G18/18; C08G18/20; C08G18/2009; C08G18/2027; B01J2231/00; B01J2231/30; B01J2231/34; B01J2231/348
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
45 words
Process for preparing 1-substituted, 2-methyltetrahydropyrimidine which comprises reacting an N-substituted propylene diamine with an acetoacetic acid ester or amide at a temperature of from 0° to 80° C, and removing the water produced in the reaction at a temperature of from 0° to 80° C.
Claim 2
Dependent Claim
45 words
Process for preparing 1-substituted, 2-methyltetrahydropyrimidine which comprises reacting an N-substituted propylene diamine with an acetoacetic acid ester or amide at a temperature of from 0° to 80° C, and removing the water produced in the reaction at a temperature of from 0° to 80° C.
Claim 3
Dependent Claim
126 words
Process for preparing of 1-substituted, 2-methyltetrahydropyrimidine of the general formula ##STR5## wherein R 1 is a straight-chain, branched-chain or cyclic, saturated, unsaturated or aromatic, optionally substituted hydrocarbon radical with from 1 to 17 carbon atoms which comprises reacting an N-substituted propylenediamine of the general formula R.sub.1 - NH - (CH.sub.2).sub.3 - NH.sub.2 wherein R 1 has the abovementioned meaning with an acetoacetic acid derivative of the general formula ##STR6## wherein X is -OR 2 , -NHR 2 or -N(R 2 ) 2 and R 2 is an optionally substituted aryl, alkyl or cycloalkyl radical with 1 to 17 carbon atoms at a temperature of from 0° to 80° C, and removing the water produced in the reaction at a temperature of from 0° to 80° C.
Claim 4
Dependent Claim
126 words
Process for preparing of 1-substituted, 2-methyltetrahydropyrimidine of the general formula ##STR5## wherein R 1 is a straight-chain, branched-chain or cyclic, saturated, unsaturated or aromatic, optionally substituted hydrocarbon radical with from 1 to 17 carbon atoms which comprises reacting an N-substituted propylenediamine of the general formula R.sub.1 - NH - (CH.sub.2).sub.3 - NH.sub.2 wherein R 1 has the abovementioned meaning with an acetoacetic acid derivative of the general formula ##STR6## wherein X is -OR 2 , -NHR 2 or -N(R 2 ) 2 and R 2 is an optionally substituted aryl, alkyl or cycloalkyl radical with 1 to 17 carbon atoms at a temperature of from 0° to 80° C, and removing the water produced in the reaction at a temperature of from 0° to 80° C.
Claim 5
Dependent Claim
16 words
Process of claim 2 wherein the reaction is carried out in the absence of a catalyst.
Claim 6
Dependent Claim
17 words
Process of claim 2 wherein the reaction is carried out in the presence of an inert solvent.
Claim 7
Dependent Claim
19 words
Process of claim 2 wherein the water produced in the reaction is removed by adding an inert dehydrating agent.
Claim 8
Dependent Claim
16 words
Process of claim 2 wherein the water produced in the reaction is removed by azeotropic distillation.
Claim 9
Dependent Claim
22 words
Process of claim 2 wherein the reaction and the removal of water are conducted at temperatures of from 20° to 50° C.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-01-04 | 1980-07-05 | 1981-01-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-01-04 | 1984-07-05 | 1985-01-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-01-04 | 1988-07-05 | 1989-01-04 | $7700.00 | Window Closed / Lapsed |