3-Thiophenamine, tetrahydro-, 1,1-dioxide → Benzenesulfonamide

HRID 1063989Notes

Reaction equation

HRID 1063989 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11](C2C=C(Cl)C=CC=2Cl)[C@H](C)CCCS(NC)(=O)=O)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(S(Cl)(=O)=O)CCCC.O=S1(=O)CCC(N)C1>>[C:5]1([S:8]([NH2:11])(=[O:10])=[O:9])[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1

Participants

4

Reactant 3

HCID 228073-Thiophenamine, tetrahydro-, 1,1-dioxideHCID 2375551-Pentanesulfonyl chlorideHCID 53796417HCID 53796417, compound

Product 1

HCID 7370BenzenesulfonamideYield 23%

Procedure

4-chloro-N-[2,5-dichlorophenyl]-N-[4-[[(tetrahydro-], 1-dioxido-3-thienyl)amino]sulfonyl]-1(R)-methylbutyl]benzenesulfonamide was prepared analogous to 4-chloro-N-[2,5-dichlorophenyl]-N-[4[(methylamino)sulfonyl]-1(R)-methylbutyl]benzenesulfonamide by reacting (4R)-4-[2,5-dichlorophenyl][4-chlorophenyl)sulfonyl]-amino]pentylsulfonyl chloride with tetrahydro-1,1-dioxido-3-thienylamine. Yield=23%; MS (ESI+), 603 (M+H)+.

Sources & evidence

ORD record
ord-d1c3389b21e249d4913522fb225b649d
Source dataset
uspto-grants-2005_11
Patent number
US06967196B1

Reaction notes

Loading…