US3975434A
Expired / Lapsed
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Processes of producing 2,5-disubstituted benzamides
Assignee: Societe dEtudes Scientifiques et Industrielles de lIle de France SA
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Filing: 1974-09-23
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Granted: 1976-08-17
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Expires: 1994-09-23
Abstract
Abstract 2,5-Disubstituted benzamides are produced by an efficient, effective and economical method by the utilization of 4-methyl 2-chloro 1-3-2-dioxophosphorinane as a catalyst.
Inventors
- 👤 Gerard Bulteau
- 👤 Jacques Acher
- 👤 Jean-Claude Monier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 09:12
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/04; C07D207/08; C07D207/09
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
140 words
The process of producing a 2,5-disubstituted benzamide, its acid addition salts and quaternary ammonium salts, said benzamide having the formula: ##SPC5## which comprises reacting in an inert solvent and at reflux temperature in the presence of a catalytic amount of 4-methyl 2-chloro 1-3-2-dioxophosphorinane a 2,5-disubstituted benzoic acid having the formula: ##SPC6## with an amine having the formula: H.sub.2 N(CH.sub.2).sub.n A in which n is 1 or 2; B is alkyl having less than 5 carbon atoms or alkenyl having less than 5 carbon atoms, X is amino, monoalkylamino, dialkylamino, alkyl or alkenyl, the alkyl group of each of which has less than 5 carbon atoms, and A is a mono- or dialkylamino radical the alkyl group of wich has less than 5 carbon atoms, the molecular ratio of said 2,5-disubstituted benzoic acid to said amine being 1 to about 2.5.
Claim 2
Dependent Claim
140 words
The process of producing a 2,5-disubstituted benzamide, its acid addition salts and quaternary ammonium salts, said benzamide having the formula: ##SPC5## which comprises reacting in an inert solvent and at reflux temperature in the presence of a catalytic amount of 4-methyl 2-chloro 1-3-2-dioxophosphorinane a 2,5-disubstituted benzoic acid having the formula: ##SPC6## with an amine having the formula: H.sub.2 N(CH.sub.2).sub.n A in which n is 1 or 2; B is alkyl having less than 5 carbon atoms or alkenyl having less than 5 carbon atoms, X is amino, monoalkylamino, dialkylamino, alkyl or alkenyl, the alkyl group of each of which has less than 5 carbon atoms, and A is a mono- or dialkylamino radical the alkyl group of wich has less than 5 carbon atoms, the molecular ratio of said 2,5-disubstituted benzoic acid to said amine being 1 to about 2.5.
Claim 3
Dependent Claim
24 words
The process of producing a 2,5-disubstituted benzamide in accordance with claim 1 in which the 2,5-disubstituted benzoic acid employed is 2-methoxy 5-sulfamido benzoic acid.
Claim 4
Dependent Claim
23 words
The process of producing a 2,5-disubstituted benzamide in accordance with claim 1 in which the 2,5-disubstituted benzoic acid employed is 2-methoxy 5-methylsulfonylbenzoic acid.
Claim 5
Dependent Claim
23 words
The process of producing a 2,5-disubstituted benzamide in accordance with claim 1 in which the 2,5-disubstituted benzoic acid employed is 2-methoxy 5-ethylsulfonylbenzoic acid.
Claim 6
Dependent Claim
19 words
The process of producing a 2,5-disubstituted benzamide in accordance with claim 1 in which the amine employed is N,N-diethylethylenediamine.
References Cited (Backward Citations)
GB884206A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-08-17 | 1980-02-16 | 1980-08-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-17 | 1984-02-16 | 1984-08-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-17 | 1988-02-16 | 1988-08-17 | $7700.00 | Window Closed / Lapsed |