Reaction #944005

ord-57ad9aa7631f4021aea9c24dc81424f8

Reaction equation

CSc1ccc(N=Cc2ccc(OC(F)F)cc2)cc1
aniline
CSc1ccc(N=Cc2ccc(OC(F)F)cc2)cc1
N-(4-difluoromethoxybenzylidene)-4-methylthioaniline
C[Si](C)(C)C#N
trimethylsilyl cyanide
CSc1ccc(NC(C#N)c2ccc(OC(F)F)cc2)cc1
title compound
CSc1ccc(NC(C#N)c2ccc(OC(F)F)cc2)cc1
α-(4-Difluoromethoxyphenyl)-α-(4-methylthioanilino)acetonitrile

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Following a procedure similar to that described in Example 1(i), but using 4-difluoromethoxybenzaldehyde and 4-methylthioaniline as starting materials, N-(4-difluoromethoxybenzylidene)-4-methylthioaniline was obtained in a yield of 91%. This aniline compound and trimethylsilyl cyanide were then reacted together in a similar manner to that described in Example 1(ii), to give the title compound as a slightly yellow powder (yield 80%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE039420E1uspto-grants-2006_12