3-(1-Piperazinyl)-1,2-benzisothiazole monohydrochloride → N-{4-[2-(4-1,2-Benzisothiazol-3-YL-piperazin-1-YL)-ethyl]-2-methyl-phenyl}-acetamide

HRID 2211910Notes

Reaction equation

HRID 2211910 reaction equation
Cl[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[C:6]([CH3:14])[CH:5]=1.Cl.[N:16]1([C:22]2[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=3[S:24][N:23]=2)[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>>[S:24]1[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[C:22]([N:16]2[CH2:17][CH2:18][N:19]([CH2:2][CH2:3][C:4]3[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[C:6]([CH3:14])[CH:5]=3)[CH2:20][CH2:21]2)=[N:23]1

Participants

3

Reactant 2

HCID 115217113-(1-Piperazinyl)-1,2-benzisothiazole monohydrochlorideHCID 21963464N-[4-(2-Chloro-ethyl)-2-methyl-phenyl]-acetamide

Product 1

HCID 10340616N-{4-[2-(4-1,2-Benzisothiazol-3-YL-piperazin-1-YL)-ethyl]-2-methyl-phenyl}-acetamide

Procedure

Starting from N-[4-(2-Chloro-ethyl)-2-methyl-phenyl]-acetamide (11.96 g, 56.5 mmol) and 3-piperazin-1-yl-benzo[d]isothiazole hydrochloride (16.58 g, 73.5 mmol), (N-{4-[2-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-2-methyl-phenyl}-acetamide was prepared according to the general method as outlined in Example 501. The titled product was obtained as an off-white solid, (19.04 g, 48.3 mmol). Yield=85%. 98.8% purity by HPLC; mp 176.5–178.° C.

Workup

  1. custom(N-{4-[2-(4-1,2-Benzisothiazol-3-yl-piperazin-1-yl)-ethyl]-2-methyl-phenyl}-acetamide was prepared

Sources & evidence

ORD record
ord-c3105fb8d1c9442ab81bc41fdc407b98
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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