2,3,4-Trichlorobenzenesulfonyl chloride → 2,3,4-Trichloro-N-{4-[2-chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-yl)benzenesulfonamide

HRID 719362Notes

Reaction equation

HRID 719362 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:16]1[N:17]=[C:18]([NH2:21])[S:19][CH:20]=1.[Cl:22][C:23]1[C:28]([Cl:29])=[C:27]([Cl:30])[CH:26]=[CH:25][C:24]=1[S:31](Cl)(=[O:33])=[O:32]>>[Cl:22][C:23]1[C:28]([Cl:29])=[C:27]([Cl:30])[CH:26]=[CH:25][C:24]=1[S:31]([NH:21][C:18]1[S:19][CH:20]=[C:16]([C:3]2[CH:4]=[CH:5][C:6]([O:8][C:9]3[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=3)=[CH:7][C:2]=2[Cl:1])[N:17]=1)(=[O:33])=[O:32]

Participants

3

Reactant 2

HCID 369042,3,4-Trichlorobenzenesulfonyl chlorideHCID 14785764-[2-Chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-amine

Product 1

HCID 112501722,3,4-Trichloro-N-{4-[2-chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-yl)benzenesulfonamide

Procedure

The title compound was prepared from 4-[2-chloro-4-(4-chlorophenoxy)phenyl]-1,3-thiazol-2-amine (91 mg) and 2,3,4-trichlorobenzenesulfonyl chloride (76 mg) as described in the synthetic METHOD B to give a white solid (49.2 mg) with purity >90%: MS (pos) m/z 579.1, 581.1, 583.1; MS (neg) m/z 577.5, 579.5, 581.5.

Sources & evidence

ORD record
ord-d50db5124c80405c8be20cb5be746e98
Source dataset
uspto-grants-2006_11
Patent number
US07132436B2

Reaction notes

Loading…