1,3-Dihydro-5-(2-chlorophenyl)-2H-1,4-benzodiozepin-2-one → 1,3-dihydro-5-(o-bromophenyl)-2H-1,4-benzodiazepin-2-one

Participants

Reaction Steps

To make the 6-(o-bromophenyl) product one can follow the procedure shown by Sternbach et al., J. Med. Chem. 6, 263 (1963), for the preparation of 1,3-dihydro-5-(o-chlorophenyl)-2H-1,4-benzodiazepin-2-one using the Sandmeyer reaction followed by catalytic hydrogenation of the resulting 2-bromo-2'-nitrobenzophenone. This product, 2-amino-2'-bromobenzophenone, can be substituted in the process described by Sternbach et al. to produce 1,3-dihydro-5-(o-bromophenyl)-2H-1,4-benzodiazepin-2-one.

Provenance & Evidence