4-(3,4-Dichlorophenyl)-6-(Furan-2-yl)Pyrimidine-2-Thiol as Building Block in Heterocyclic Synthesis

Abstract

Pyrimidine-2-thiol (1) has been synthesized via one-pot, three component synthesis. Its behavior towards nitrogen nucleophiles like hydrazine hydrate, ethylamine, piperidine, and 2-aminobenzoic acid has been studied. A speculation to explain the activities of the thioamide-iminothiol equilibrium based on their thermodynamic and kinetic control under the experimental conditions were investigated. The hydrazinopyrimidine 2 and aminocarbamoyl derivative 8 were used as key starting materials for synthesis of some interesting nitrogen bridgehead compounds 10-13, hydrazones 14-16, and some mixed and non-mixed heterocyclic systems 17-19 respectively.