Claims
- 1. In a process for preparing a carboxylic acid amide which comprises acylating a heterocyclic amine 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 a fused benzene ring.
- 2. The process of claim 1 wherein the pyridine compound is a pyridine, a quinoline or an isoquinoline.
- 3. The process of claim 1 wherein the acylation is carried out in the presence of a salt of a hydroxypyridine.
- 4. The process of claim 1 wherein said heterocyclic amine is piperidine.
- 5. The process of claim 1 wherein said heterocyclic amine is piperidine, wherein said ester is benzyloxycarbonyl glycine phenyl ester, wherein said salt is the sodium salt of 3-hydroxypyridine and wherein said carboxylic acid amide is N-(benzyloxycarbonylglycyl)-piperidine.
- 6. The process of claim 3 wherein said salt is the sodium salt of 2-hydroxypyridine.
- 7. The process of claim 1 wherein said aryl group is phenyl or tolyl.
- 8. The process of claim 1 wherein said aralkyl group is benzyl.
- 9. The process of claim 1 wherein said quaternary ammonium salt is a lower alkyl tetra-substituted quaternary ammonium salt.
- 10. In a process for preparing a carboxylic acid amide which comprises acylating a heterocyclic amine whose amino nitrogen atom has at least one hydrogen atom thereon, with a carboxylic acid ester derived from an aliphatic or aromatic carboxylic acid, the improvement which comprises conducting said acylation in the presence of a catalyst composed of an alkali metal salt, an alkaline earth metal salt or a quaternary ammonium salt of a pyridine, quinoline or isoquinoline compound whose pyridine nucleus is directly substituted by a hydroxy group or a mercapto group.
- 11. The process of claim 10 wherein said pyridine nucleus is also directly substituted by at least one member selected from the group consisting of an alkyl group of 1 to 6 carbon atoms, an aryl group, an aralkyl group, an alkoxy group of 1 to 6 carbon atoms, a nitro group and a cyano group.
Priority Claims (1)
Number |
Date |
Country |
Kind |
44-51061 |
Jun 1969 |
JA |
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Parent Case Info
This is a division of application Ser. No. 49,918 filed June 25, 1970, now U.S. Pat. No. 3,867,424.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
2524422 |
Booth et al. |
Oct 1950 |
|
3660485 |
Cusic et al. |
May 1972 |
|
Non-Patent Literature Citations (3)
Entry |
J.A.C.S. 74:2538-2543 (1952) Swain et al. |
Proc. Chem. Soc. (1963) 266 Beyerman et al. |
J. Chem. Soc. Pt. C (1969) 89-91 Openshaw et al. |
Divisions (1)
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Number |
Date |
Country |
Parent |
49918 |
Jun 1970 |
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