Reactions of anthranilamide with isocyanates: A new facile synthesis of 2, 3??dihydro??5H??oxazolo [2, 3??b] quinazolin??5??one and 3, 4??dihydro??2H, 6H??[1, 3] oxazino [2, …

JW Chern, FJ Shish, CD Chang…

Index: Chern, Ji-Wang; Shish, Fang-Jy; Chang, Chau-Dung; Chan, Chao-Han; Liu, Kang-Chien Journal of Heterocyclic Chemistry, 1988 , vol. 25, p. 1103 - 1105

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Citation Number: 7

Abstract

Abstract 2, 3-Dihydro-5H-oxazolo [2, 3-b] quinazolin-5-one 5a was synthesized from anthranilamide 1 and 2-chloro-ethyl isocyanate either by a direct reflux in methanol, or by stirring at room temperature in acetonitrile leading to the intermediate, 2-(2-chloroethyl ureido) benzamide 6a which was subsequently cyclized on heating with an organic base. However, when compound 6a was refluxed with concentrated hydrochloric acid, it ...