Novel Synthesis of 2H-3-Aryl-3,4-dihydro-1,3-chlorobenzoxazine-aryl- 3,4-dihydro-4-methyl-1,3-chlorobenzoxazines

Abstract

2-Chlorobenzaldehyde and 1-(2-hydroxyphenyl)ethanol on the reaction with different primary aromatic amines gave 2-(arylimino)-methylphenols and 2-[1-arylimino)ethyl]phenol, respectively. On reduction with sodium borohydride gave 2-(arylamino)methylphenols and 2-[1-(aryl amino)ethyl]phenols, which further cyclic with formaldehyde to form 2H-3-aryl-3,4-dihydro- 1,3-chlorobenzoxazines and 2H-3-aryl-3,4-dihydro-4-methyl-1,3-Chlorobenzoxazines, respectively.