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

HRID 1415751Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH:7]=[N:8][C:9]2[CH:14]=[CH:13][C:12]([S:15][CH3:16])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C[Si]([C:23]#[N:24])(C)C>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:7]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15][CH3:16])=[CH:11][CH:10]=2)[C:23]#[N:24])=[CH:17][CH:18]=1

Participants

Reactant 2

HCID 82115Trimethylsilyl cyanide

HCID 21862760N-(4-Methoxybenzylidene)-4-methylthioaniline

Product 1

HCID 21862854alpha-(4-Methoxyphenyl)-alpha-(4-methylthioanilino)acetonitrile

Procedure

Following a procedure similar to that described in Example 1(ii), but using N-(4-methoxybenzylidene)-4-methylthioaniline [prepared as described in step (i) above] and trimethylsilyl cyanide as starting materials, the title compound was obtained as a pale brown powder (yield 92%).

Sources & evidence

ORD record: ord-fa33ea44b77a4391a936bae6e149642b
Source dataset: uspto-grants-1999_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05908858

Reaction notes

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