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Synthesis of some amino‐substituted furanopyrimidines and styrylpyrimidines
Author(s) -
Campaigne E.,
Ho J.,
Bradford Mary
Publication year - 1970
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570070202
Subject(s) - chemistry , pyrimidine , derivative (finance) , acetic acid , phosphorus , medicinal chemistry , organic chemistry , stereochemistry , financial economics , economics
Abstract 5‐ p ‐Chlorophenyl‐6,6‐dimethyl‐5,6‐dihydro‐3 H ‐furano[2,3‐ d ]pyrimidine‐4‐one is readily converted to 4,6‐dichloro‐5‐β‐β‐dimethyl‐α‐ ( p ‐chlorostyryl)pyrimidine by warming in phosphorus oxychloride and acetic acid, behavior which is in strong contrast to that of the analogous 5‐phenyl derivative. The reaction provides a convenient source of 4‐amino‐6‐chloro‐5β,β‐dimethyl‐α‐ ( p ‐chlorostyryl)pyrimidines and 4,6‐diamino‐5‐β,β‐dimethyl‐α‐ ( p ‐chlorostyryl)pyrimidines, compounds of potential biological interest.