SYNTHESIS AND REACTIONS OF SUBSTITUTED BENZOXAZINONES BEARING A BULKY GROUP AT POSITION-2

2-Substituted-3,1-benzoxazin-(4H)-ones (2a-e) are obtained from the reaction of 4-arylidene-2-phenyl-5(4H)-oxazolones (1a-e). Aminolysis of 2a with primary amines gave the corresponding 2-substituted-N-substituted benzamides (3a-b) and the quinazolones 4(a-f), with secondary amines gave 5(a-b). Comp...

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Bibliographic Details
Published inRevue roumaine de chimie Vol. 37; no. 10; pp. 1153 - 1158
Main Authors SOLIMAN, FMA, SOUKA, LM, ESLAM, IE, DAWOOD, NTA
Format Journal Article
LanguageEnglish
Published BUCHAREST Editura Academiei Romane 01.10.1992
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
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Summary:2-Substituted-3,1-benzoxazin-(4H)-ones (2a-e) are obtained from the reaction of 4-arylidene-2-phenyl-5(4H)-oxazolones (1a-e). Aminolysis of 2a with primary amines gave the corresponding 2-substituted-N-substituted benzamides (3a-b) and the quinazolones 4(a-f), with secondary amines gave 5(a-b). Compound 2b condensed with hydrazines, hydroxylamine and thiosemicarbazide and yielded anthranilic acid hydrazides (6a-c), quinazolinone derivatives 7a-b and 8, and the thiotriazoloquinazolone derivative 9 respectively. Also the reaction of 2b with sodium azide has been described. Ammonolysis of 2b furnished the corresponding 2-substituted 4(3H)-quinazolinone 11.
ISSN:0035-3930