Journal of Heterocyclic Chemistry

Synthesis of 2, 3??dihydro??5H??oxazolo [2, 3??B] quinazolin??5??ones

NP Peet, PB Anzeveno

Index: Peet,N.P.; Anzeveno,P.B. Journal of Heterocyclic Chemistry, 1979 , vol. 16, p. 877 - 880

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Citation Number: 7

Abstract

Abstract Iodide-catalyzed ring expansion of 2-[(1-aziridinylcarbonyl) amino] benzoic acid methyl ester (2) gave 2, 3-dihydro-5H-oxazolo [2, 3-b] quinazolin-5-one (3) in quantitative yield. Treatment of the dimethyl analog of 2 (9) with sodium iodide in acetone gave a mixture of the 2, 3-dihydro-2, 2-dimethyl-(10) and 2, 3-dihydro-3, 3-dimethyl-5H-oxazolo [2, 3-b] quinazolin-5-ones (11). However, rearrangement of 9 with sulfuric acid produced only 10. ...