Ethanolysis of 4-(N,N-dimethylaminomethylene)-2-aryl-2-oxazolin-5-ones with sodium ethoxide in ethanol at reflux temperature: Unusual formation of N-acyl-alpha-amino acids

Citation
Rs. Singh et Rm. Singh, Ethanolysis of 4-(N,N-dimethylaminomethylene)-2-aryl-2-oxazolin-5-ones with sodium ethoxide in ethanol at reflux temperature: Unusual formation of N-acyl-alpha-amino acids, I J CHEM B, 37(12), 1998, pp. 1296-1299
Citations number
14
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
37
Issue
12
Year of publication
1998
Pages
1296 - 1299
Database
ISI
SICI code
0376-4699(199812)37:12<1296:EO4W>2.0.ZU;2-U
Abstract
The ethanolysis of 4-(N,N-dimethylaminomethyl-ene)-2-aryl-2-oxazolin-5-ones 1 with sodium ethoxide in ethanol at reflux temperature leads to the forma tion of N-acyl-alpha-amino acids 3. Further, the reaction of 4-hydroxymethy lene-2-phenyl-2-oxazolin-5 one 4 with sodium ethoxide in ethanol at reflux temperature also gives product 3a. The plausible mechanism has been propose d.