Hydrolytic opening of the quinazoline ring in 3-furfuryl-4-oxo-3, 4-dihydroquinazoline derivatives

LA Shemchuk, VP Chernykh, DV Levashov…

Index: Shemchuk; Chernykh; Levashov; Sytnik Russian Journal of Organic Chemistry, 2010 , vol. 46, # 8 p. 1243 - 1245

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Abstract

Abstract Ethyl 3-furfuryl-4-oxo-3, 4-dihydroquinazoline-2-carboxylate extremely readily undergoes hydrolysis in acid, alkaline, or neutral medium with formation of 2-(2-ethoxy-1, 2- dioxoethylamino)-N-furfurylbenzamide. The reaction of ethyl 3-furfuryl-4-oxo-3, 4- dihydroquinazoline-2-carboxylate with phenylmagnesium bromide yields N-furfuryl-2-(2- hydroxy-2, 2-diphenyl-1-oxoethylamino) benzamide as a result of hydrolytic cleavage of ...