Phenol → 4-Amino-5-Fluoroquinazoline

Participants

Reaction Steps

A solution of phenol (optionally substituted) in dimethyl suiphoxide was added to a stirred mixture of potassium tert-butoxide in dimethyl suiphoxide at room temperature. After 15 minutes 2,4-diamino-5-fluoroquinazoline was added all at once (as the solid) and the mixture was heated to ca 50° C. for 7 hours. After cooling to room temperature the suspension was diluted with water, the solid collected by is filtration, washed, recrystallized from ethanol or n-butyl acetate and dried at 50° C. in vacuo. In particular, 4-Amino-5-fluoroquinazoline was prepared from 2,6-difluorobenzonitrile (Lancaster, Acros) according to the published method (J. Heterocyclic. Chem. 28, 1357 (1991)).

Provenance & Evidence