Synthesis and self-association of 4-pyrimidinones

L Vaillancourt, M Simard, JD Wuest

Index: Vaillancourt, Louis; Simard, Michel; Wuest, James D. Journal of Organic Chemistry, 1998 , vol. 63, # 26 p. 9746 - 9752

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Citation Number: 30

Abstract

Crystallization of 4-pyrimidinone from CHCl3 produced colorless needles that were shown by X-ray crystallography to consist of cyclic hydrogen-bonded dimers 2 of the 4 (3 H)- pyrimidinone tautomer 1. Vapor-pressure osmometry established that a simple derivative, 5- (2-phenylethyl)-4 (3 H)-pyrimidinone (5), self-associates in solution with a value of K a (220±110 m-1 at 26° C in CH2Cl2) close to that measured for 2-pyridinone under similar ...