Sulfamide → 2-Sulfamoylamino-6-(3-(trimethylsilyl)prop-1-ynyl)benzonitrile
Reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]#[C:11][CH2:12][Si:13]([CH3:16])([CH3:15])[CH3:14])[C:3]=1[C:4]#[N:5].[NH2:17][S:18](N)(=[O:20])=[O:19]>O1CCOCC1>[S:18]([NH:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]#[C:11][CH2:12][Si:13]([CH3:14])([CH3:16])[CH3:15])[C:3]=1[C:4]#[N:5])(=[O:20])(=[O:19])[NH2:17]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2-amino-6-(3-(trimethylsilyl)prop-1-ynyl)benzonitrile (Example 253b) (557 mg, 2.0 mmol) and NH2SO2NH2 (0.96 g, 10 mmol) in dry 1,4-dioxane (50 mL) was refluxed under nitrogen for 2 days. The solvent was evaporated under reduced pressure, and the residue was purified by chromatography on silica gel eluting with 70% EtOAc in hexanes to give the title compound (31 mg, 5%) as a white solid. MS 308 (MH+).