p-Toluenesulfonic acid → 2-[2-(4-Chloroanilino)-5-benzoxazolyl]propionitrile

Participants

Reaction Steps

4-chlorophenylisocyanate (3.1 g.) was slowly added to a stirred solution of 2-(3-amino-4-hydroxyphenyl propionitrile (3.3 g.) in xylene (35 ml.) at room temperature. When the addition was complete p-toluenesulphonic acid (250 mg.) was added, and the solution was heated under reflux using a Dean and Stark apparatus. On cooling, the solution was washed with aqueous sodium bicarbonate solution and evaporated to dryness. The residue was recrystallised to give 2-[2-(4-chloroanilino)-5-benzoxazolyl]propionitrile as a creme solid which was characterised by n.m.r. spectroscopy.

Provenance & Evidence