ChemInform Abstract: Transformations of Diacyl Derivatives of Anthranilic Hydrazide under Cyclodehydration Conditions.

Abstract

Transformations of Diacyl Derivatives of Anthranilic Hydrazide under Cyclodehydration Conditions. -The acylation of anthranilic hydrazide (I) with dicarboxylic acid anhydrides yields the corresponding diacyl derivatives (III), which can be transformed to diimides (IV) or fused pyrimidine derivatives (V) and (VI) under appropriate cyclodehydration conditions. -(SHEMCHUK, L. A.; CHERNYKH, V. P.; IVANOVA, I. L.; SNITKOVSKII, E. L.; ZHIROV, M. V.; TUROV, A. V.; Russ.

Acid Hydrazides, Potent Reagents for Synthesis of Oxygen-, Nitrogen-, and/or Sulfur-Containing Heterocyclic Rings

“…Oxamate 448 on heating in acetic acid afforded the derivative 449 , which on further treatment with acetic anhydride furnished 68% of quinazolin-4-one 450 . Ethyl 4-oxo-3-(2,5-dioxopyrrolidin-1-yl)-3,4-dihydroquinazoline-2-carboxylate 450 can also be obtained in 73% yield directly from ester 448 without isolation of ester intermediate 449 by the action of acetic anhydride (Scheme ). , Compound 451 was obtained in 83% yield by successive acylation of hydrazide 145 with succinic and phthalic anhydrides in acetic acid (Scheme ).…”