Quinazolines. Part VIII. Electronic effects in 2-substituted quinazolines

Abstract

In a study of the cations of twenty 2-substituted quinazolines, it was found that covalent hydration of the 3,4-double bond decreased according to the electronic effect of the 2-substituent; viz, +l > +M > –l. This is explained by the effect of the substituent on the polarity of the C-4, N-3 double bond. The effect of the acyl group on the rate of ring closure of o-acylaminoacetophenones with alcoholic ammonia at 20° is also described.