Process for the preparation of alpha-hydroxycarboxylic acid amide compounds
US4334073A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Dec 1, 1980 |
| Grant date | Jun 8, 1982 |
| Priority date | — |
| Expiry date | Dec 1, 2000 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D295/182
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Process for the preparation of an alpha-hydroxycarboxylic acid amide compound of the formula ##STR1## wherein R.sup.1 is hydrogen or alkyl; and PA1 R.sup.2 and R.sup.3 are individually selected from hydrogen, alkyl, alkenyl, alkynyl, aralkyl, cycloalkyl or aryl, each of which may be optionally substituted, or a nitrogen-containing heterocyclic radical; or PA1 R.sup.2 and R.sup.3, together with the nitrogen atom to which they are bonded, represent an optionally benzo-fused monocyclic or bicyclic ring, which ring may be substituted and may be partially unsaturated, which process comprises reacting in a first stage an alpha-halocarboxylic acid amide of the formula ##STR2## wherein R.sup.1, R.sup.2 and R.sup.3 are identified as above; and PA1 Hal is chlorine or bromine, with an alkali metal acetate or alkaline earth metal acetate in the presence of a quaternary ammonium salt at a temperature between 20.degree. and 200.degree. C., and, in a second stage, deacylating the alpha-acetoxycarboxylic acid amide produced, having the general formula ##STR3## in which R.sup.1, R.sup.2 and R.sup.3, are identified as above by reacting said amide III with an alcohol of the general formula EQU R.sup.…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.