1-Benzofuran-2-sulfonyl chloride → N-[2-(benzylsulfanyl)-4-cyanophenyl]-1-benzofuran-2-sulfonamide

HRID 70429Notes

Reaction equation

HRID 70429 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[S:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[O:18]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[CH:20]=[C:19]1[S:27](Cl)(=[O:29])=[O:28]>CN(C1C=CN=CC=1)C.N1C=CC=CC=1>[CH2:11]([S:10][C:3]1[CH:4]=[C:5]([C:6]#[N:7])[CH:8]=[CH:9][C:2]=1[NH:1][S:27]([C:19]1[O:18][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[CH:20]=1)(=[O:28])=[O:29])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 27951721-Benzofuran-2-sulfonyl chlorideHCID 866909904-Amino-3-(benzylthio)benzonitrile

Product 1

HCID 71714814N-[2-(benzylsulfanyl)-4-cyanophenyl]-1-benzofuran-2-sulfonamideYield 99.4%

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 1049PyridineSolvent

Procedure

Following General Procedure B, the title compound (752 mg, 47%) was prepared from 4-amino-3-(benzylthio)benzonitrile (430 mg, 1.80 mmol), benzofuran-2-sulfonyl chloride (391 mg, 1.80 mmol), and DMAP (cat.) in pyridine (3 ml).

Sources & evidence

ORD record
ord-b0901f85347e40aca39556aa568bc13f
Source dataset
uspto-grants-2014_09
Patent number
US08822530B2

Reaction notes

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