Trimethylsilyl cyanide → 4-{[Cyano(phenyl)methyl]amino}benzene-1-sulfonamide

Reaction equation

[CH:1](=[N:8][C:9]1[CH:14]=[CH:13][C:12]([S:15](=[O:18])(=[O:17])[NH2:16])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Si]([C:23]#[N:24])(C)C>>[C:2]1([CH:1]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([S:15](=[O:18])(=[O:17])[NH2:16])=[CH:11][CH:10]=2)[C:23]#[N:24])[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 82115Trimethylsilyl cyanide

HCID 3084054-(Benzylideneamino)benzenesulfonamide

Product 1

HCID 218628814-{[Cyano(phenyl)methyl]amino}benzene-1-sulfonamide

Procedure

Following a procedure similar to that described in Example 1(ii), but using N-benzylidene-4-sulfamoylaniline [prepared as described in step (i) above] and trimethylsilyl cyanide as starting materials, the title compound was obtained as a slightly yellow powder (yield 96%).

Sources & evidence

ORD record: ord-29dd4e5eb61c40a3bc5f61d16548891a
Source dataset: uspto-grants-1999_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05908858

Reaction notes

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