Trimethylsilyl cyanide → alpha-(4-Difluoromethoxyphenyl)-alpha-(4-methylthioanilino)acetonitrile

HRID 856823Notes

Reaction equation

HRID 856823 reaction equation
[F:1][CH:2]([F:20])[O:3][C:4]1[CH:19]=[CH:18][C:7]([CH:8]=[N:9][C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1.C[Si]([C:25]#[N:26])(C)C>>[F:20][CH:2]([F:1])[O:3][C:4]1[CH:19]=[CH:18][C:7]([CH:8]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)[C:25]#[N:26])=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 82115Trimethylsilyl cyanideHCID 21862828N-(4-difluoromethoxybenzylidene)-4-methylthioaniline

Product 1

HCID 21862794alpha-(4-Difluoromethoxyphenyl)-alpha-(4-methylthioanilino)acetonitrile

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%).

Sources & evidence

ORD record
ord-57ad9aa7631f4021aea9c24dc81424f8
Source dataset
uspto-grants-2006_12
Patent number
USRE039420E1

Reaction notes

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