Base catalysed methanolysis of 4-anilinomethylene-2-phenyl-2-oxazolin-5-one: Unexpected formation of N-benzoylaminoacetanilide

Authors
Singh, RS Singh, MK Singh, RM
Citation
Rs. Singh et al., Base catalysed methanolysis of 4-anilinomethylene-2-phenyl-2-oxazolin-5-one: Unexpected formation of N-benzoylaminoacetanilide, I J CHEM B, 39(5), 2000, pp. 390-392
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
39
Issue
5
Year of publication
2000
Pages
390 - 392
Database
ISI
SICI code
0376-4699(200005)39:5<390:BCMO4>2.0.ZU;2-B
Abstract
The reaction of 4-anilinomethylene-2-phenyl-2-oxazolin-5-one 1 with 3.0 equ ivalents of sodium methoxide in methanol affords N-benzoylaminoacetanilide 3. Further, methyl 3-anilino-2-benzoylaminopropenoate 2 also affords produc t 3, when treated with sodium methoxide in methanol at reflux temperature. A plausible mechanism for this conversion has been proposed.