Polycyclic N-heterocyclic compounds. part 59: rearrangement reactions of fused tricyclic 3-(2-bromoethyl)pyrimidin-4(3h)-ones with primary amines via a dimroth-type rearrangement

Abstract

Reaction of some fused tricyclic 3-(2-bromoethyl)pyrimidin-4(3H)-ones with primary alkyl amines gave abnormal fused 3-alkyl-4-alkyliminopyrimidines via a Dimroth-type rearrangement, as well as normal substituted 3-(2-alkylaminoethyl) derivatives in methanol. This abnormal rearrangement reaction depended on reaction solvent.