2,3,4-Trichlorobenzenesulfonyl chloride → 2,3,4-Trichloro-N-(4,5,6,7-tetrahydro-5,5-dimethyl-7-oxo-2-benzothiazolyl)benzenesulfonamide

HRID 1795931Notes

Reaction equation

HRID 1795931 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:10](=[O:11])[CH2:9][C:8]([CH3:13])([CH3:12])[CH2:7][C:5]=2[N:6]=1.[Cl:14][C:15]1[C:20]([Cl:21])=[C:19]([Cl:22])[CH:18]=[CH:17][C:16]=1[S:23](Cl)(=[O:25])=[O:24]>>[Cl:14][C:15]1[C:20]([Cl:21])=[C:19]([Cl:22])[CH:18]=[CH:17][C:16]=1[S:23]([NH:1][C:2]1[S:3][C:4]2[C:10](=[O:11])[CH2:9][C:8]([CH3:13])([CH3:12])[CH2:7][C:5]=2[N:6]=1)(=[O:25])=[O:24]

Participants

3

Reactant 2

HCID 369042,3,4-Trichlorobenzenesulfonyl chlorideHCID 5878742-Amino-5,5-dimethyl-5,6-dihydro-4H-benzothiazol-7-one

Product 1

HCID 102969792,3,4-Trichloro-N-(4,5,6,7-tetrahydro-5,5-dimethyl-7-oxo-2-benzothiazolyl)benzenesulfonamide

Procedure

The title compound was prepared from 2-amino-5,5-dimethyl-5,6-dihydro-1,3-benzothiazol-7(4H)-one (53 mg) and 2,3,4-trichlorobenzenesulfonyl chloride (76 mg) as described in the synthetic METHOD B to give a white solid (47.2 mg) with purity >90%: MS (pos) m/z 439.3, 441.3; HRMS m/z 437.9451 (calc. of monoisotopic mass for C15H13Cl3N2O3S2 gives 437.9433).

Sources & evidence

ORD record
ord-2814552725df4f1e9289a5a55b4f4ab7
Source dataset
uspto-grants-2006_04
Patent number
US07030135B2

Reaction notes

Loading…