SYNTHESIS OF 4-AMINOPYRIMIDINE DERIVATIVES VIA REACTION OF N-STYRYLACETIMIDOYL CHLORIDES WITH CYANAMIDE

Citation
W. Zielinski et M. Mazik, SYNTHESIS OF 4-AMINOPYRIMIDINE DERIVATIVES VIA REACTION OF N-STYRYLACETIMIDOYL CHLORIDES WITH CYANAMIDE, Polish Journal of Chemistry, 67(6), 1993, pp. 1099-1104
Citations number
10
Categorie Soggetti
Chemistry
Journal title
ISSN journal
01375083
Volume
67
Issue
6
Year of publication
1993
Pages
1099 - 1104
Database
ISI
SICI code
0137-5083(1993)67:6<1099:SO4DVR>2.0.ZU;2-D
Abstract
The reaction of cyanamide with N-(2-phenyl-1-methylvinyl)acetimidoyl c hloride (2) and its derivatives substituted at the benzene ring was st udied. At the first stage, linear products like -3,5-dimethyl-6-phenyl -2,4-diaza-1,3,5-hexatrienes (6) were obtained. They underwent cycliza tion to 4-amino-2,6-dimethyl-5-phenylpyrimidines (8) with good yields. The mechanism of the reaction has been discussed basing on the net at omic charges determined by MNDO method for the substrates and intermed iate products and the experimental data.