5-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chloride → 5-Chloro-3-methylbenzo[b]thiophene-2-sulfonic acid[4-chloro-3-(4-methylpiperazin-1-yl)phenyl]amide

HRID 2230128Notes

Reaction equation

HRID 2230128 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([CH3:15])[CH2:11][CH2:10]1.[Cl:16][C:17]1[CH:30]=[CH:29][C:20]2[S:21][C:22]([S:25](Cl)(=[O:27])=[O:26])=[C:23]([CH3:24])[C:19]=2[CH:18]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][S:25]([C:22]2[S:21][C:20]3[CH:29]=[CH:30][C:17]([Cl:16])=[CH:18][C:19]=3[C:23]=2[CH3:24])(=[O:27])=[O:26])=[CH:4][C:3]=1[N:9]1[CH2:10][CH2:11][N:12]([CH3:15])[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 27357565-Chloro-3-methylbenzo(b)thiophene-2-sulfonyl chlorideHCID 181800734-Chloro-3-(4-methylpiperazin-1-yl)aniline

Product 1

HCID 181800475-Chloro-3-methylbenzo[b]thiophene-2-sulfonic acid[4-chloro-3-(4-methylpiperazin-1-yl)phenyl]amide

Procedure

The title compound (E119) was prepared from 4-chloro-3-(4-methylpiperazin-1-yl)benzenamine (EP 0533267A, intermediate 42) (50 mg, 0.22 mmol) and 5-chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride (62 mg, 0.22 mmol) using the method of Example 1 (49 mg, 44%) MH+=470/472.

Sources & evidence

ORD record
ord-0fd299d590c64d12ba706587f1e81227
Source dataset
uspto-grants-2002_07
Patent number
US06423717B1

Reaction notes

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