Patent US4043992A successfully refreshed from Google Patents.
US4043992A
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Method for preparing acylated products
Assignee: KH Neochem Co Ltd
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Filing: 1976-04-02
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Granted: 1977-08-23
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Expires: 1996-04-02
Abstract
Abstract Acylation of nitrogen containing compounds utilizing esters as acylation agents in the presence of salts of substituted pyridine compounds.
Inventors
- 👤 Yasuo Fujimoto
- 👤 Nobuhiro Nakamizo
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 23:00
CPC Classifications
C; C07; C07C; C07C273/00; C07C273/18; C07C273/1809; C07C273/1836; C07K; C07K1/00; C07K1/06; C07K1/08; C07K1/084
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
129 words
In a process for preparing a carboxylic acid amide which comprises acylating an amino acid or ester thereof with an ester derived from an aliphatic or aromatic carboxylic acid, the improvement which comprises carrying out said acylation in the presence of an alkali-metal salt, an alkaline earth metal salt or a quaternary ammonium salt of a pyridine compound whose pyridine nucleus is directly substituted by a hydroxy group or a mercapto group, and optionally by at least one member selected from the group consisting of an alkyl group having from 1 to 6 carbon atoms, an aryl group, an aralkyl group, an alkoxy group having from 1 to 6 carbon atoms, a nitro group, a cyano group and an unsubstituted benzene ring which is fused to the pyridine nucleus.
Claim 2
Dependent Claim
129 words
In a process for preparing a carboxylic acid amide which comprises acylating an amino acid or ester thereof with an ester derived from an aliphatic or aromatic carboxylic acid, the improvement which comprises carrying out said acylation in the presence of an alkali-metal salt, an alkaline earth metal salt or a quaternary ammonium salt of a pyridine compound whose pyridine nucleus is directly substituted by a hydroxy group or a mercapto group, and optionally by at least one member selected from the group consisting of an alkyl group having from 1 to 6 carbon atoms, an aryl group, an aralkyl group, an alkoxy group having from 1 to 6 carbon atoms, a nitro group, a cyano group and an unsubstituted benzene ring which is fused to the pyridine nucleus.
Claim 3
Dependent Claim
14 words
The process of claim 1 wherein the pyridine compound is pyridine, quinoline or isoquinoline.
Claim 4
Dependent Claim
20 words
The process of claim 1 wherein the acylation is carried out in the presence of a salt of a hydroxypyridine.
Claim 5
Dependent Claim
15 words
The process of claim 1 wherein said ester of amino acid is valine methyl ester.
Claim 6
Dependent Claim
27 words
The process of claim 1 wherein said ester of amino acid is valine methyl ester, and wherein said ester derived from a carboxylic acid is benzyloxycarbonyl-L-valine-p-nitrophenyl ester.
Claim 7
Dependent Claim
13 words
The process of claim 1 wherein said aryl group is phenyl or tolyl.
Claim 8
Dependent Claim
11 words
The process of claim 1 wherein said aralkyl group is benzyl.
Claim 9
Dependent Claim
18 words
The process of claim 1 wherein said quaternary ammonium salt is a lower alkyl tetra-substituted quaternary ammonium salt.
Claim 10
Dependent Claim
12 words
The process of claim 3 wherein said salt is a sodium salt.
Claim 11
Dependent Claim
27 words
The process of claim 9 wherein said sodium salt is selected from the group consisting of sodium salts of 2-hydroxypyridine, 6-n-amyl-2-hydroxypyridine, 5-cyano-2-hydroxypyridine, 2-hydroxy-4-methoxypyridine, 2-hydroxy-6-phenylpyridine, 2-hydroxy-6-phenethylpyridine and 1-hydroxyisoquinoline.
Claim 12
Dependent Claim
25 words
The process of claim 1 wherein said pyridine nucleus of said pyridine compound is directly substituted by only a hydroxy group or a mercapto group.
Claim 13
Dependent Claim
81 words
The process of claim 1 wherein said pyridine nucleus of said pyridine compound is directly substituted by a hydroxy group or a mercapto group, and also by at least one member selected from the group consisting of an alkyl group having from 1 to 6 carbon atoms, an aryl group, an aralkyl group, an alkoxy group having from 1 to 6 carbon atoms, a nitro group, a cyano group and an unsubstituted benzene ring which is fused to the pyridine nucleus.
References Cited (Backward Citations)
US3867424A
Cited
US3963728A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-08-22 | 1981-02-21 | 1981-08-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-08-22 | 1985-02-21 | 1985-08-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-08-22 | 1989-02-21 | 1989-08-23 | $7700.00 | Window Closed / Lapsed |