Author:
McKay A. F.,Kreling M.-E.
Abstract
The course of the nitration of a bicyclic guanidine system has been shown to depend on substitution at an adjacent carbon atom. The pyrimidine ring in 5-keto-2,3,6,7-tetrahydro-5(H)-thiazolo(3,2-α)pyrimidine is opened more rapidly by benzylamine and ethanolic hydrogen chloride than the pyrimidine ring in 5-keto-2,3,6,7-tetrahydro-1(H),5(H)-imidazo(1,2-α) pyrimidine. These effects are interpreted in terms of the resonance ion structure at the ring junctions.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
4 articles.
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