Synthesis of 2- and 4-chloropyrimidines with hydroxyphenyl substituents by the interaction of Vilsmeier-Haack reagents with (hydroxyphenyl)dihydropyrimidin-2- and -4-ones.

Autor: Krivopalov, V., Nikolaenkova, E.
Zdroj: Russian Chemical Bulletin; 1993, Vol. 42 Issue 6, p1059-1062, 4p
Abstrakt: The reaction of 2- and 4-hydroxypyrimidines containing ortho- and para-hydroxyphenyl substituents with Vilsmeier-Haack reagents generated in situ from DMF and SOCl or POCl results in the chemoselective replacement of the heterocyclic hydroxyl group by chlorine and formylation of the phenolic hydroxyl group. Aryl formates are hydrolyzed under the conditions of their isolation to give the corresponding phenols, especially if the pyrimidyl fragment is ortho to the formyloxy group. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index