3-(1-Piperazinyl)-1,2-benzisothiazole monohydrochloride → 3-{4-[2-(3-Methyl-2-nitro-phenyl)-ethyl]-piperazin-1-yl}-1,2-benzisothiazole

HRID 2211884Notes

Reaction equation

HRID 2211884 reaction equation
Cl.[N:2]1([C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[S:10][N:9]=2)[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.S(C1C=CC(C)=CC=1)(O[CH2:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:24]=1[N+:30]([O-:32])=[O:31])(=O)=O>>[CH3:29][C:25]1[C:24]([N+:30]([O-:32])=[O:31])=[C:23]([CH2:22][CH2:21][N:5]2[CH2:6][CH2:7][N:2]([C:8]3[C:12]4[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=4[S:10][N:9]=3)[CH2:3][CH2:4]2)[CH:28]=[CH:27][CH:26]=1

Participants

3

Reactant 2

HCID 115217113-(1-Piperazinyl)-1,2-benzisothiazole monohydrochlorideHCID 219632193-Methyl-2-nitrophenethyl tosylate

Product 1

HCID 219631773-{4-[2-(3-Methyl-2-nitro-phenyl)-ethyl]-piperazin-1-yl}-1,2-benzisothiazoleYield 11%

Procedure

3-{4-[2-(3-Methyl-2-nitro-phenyl)-ethyl]-piperazin-1-yl}-1,2-benzisothiazole was prepared according to the general method as outlined in Preparation 2 starting with 3-piperazin-1-yl-benzoisothiazole hydrochloride (1.71 g, 6.7 mmol) and 3-methyl-2-nitrophenethyl tosylate (1.8 g, 5.37 mmol). The product was isolated via column chromatography to afford 290 mg of brown oil. Yield 11%; MS (APCI): 383 [M+H]+.

Workup

  1. customThe product was isolated via column chromatography

Sources & evidence

ORD record
ord-c21bd87ad10747dfae2ebcab5eebd712
Source dataset
uspto-grants-2006_09
Patent number
US07101886B2

Reaction notes

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