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ChemInform Abstract: Reaction of 4-Substituted Aminomethylene-2-phenyl-2-oxazolin-5-ones with Primary Amines.

✍ Scribed by M. K. SINGH; K. K. SINGH; R. S. SINGH; R. M. SINGH

Publisher
John Wiley and Sons
Year
2010
Weight
30 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Reaction of 4-Substituted Aminomethylene-2-phenyl-2-oxazolin-5-ones with Primary Amines.

-Reaction of the title 4aminomethyleneoxazolinones (I) with primary alkyl amines in MeCN provides regioselectively the transamination products (III) in excellent yields. Similar aminolysis with primary aryl amines fail. However, oxazolinone (Ia) reacts with aniline in MeCN under conditions of acid catalysis to furnish the 1,5-bond cleavage product (V). The regioselectivity of the reaction is explained by the hard-soft acid-base principle. -(SINGH, M.

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