1-(2,4-Xylyl)piperazine → [4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methoxyphenyl]methanone

HRID 2411469Notes

Reaction equation

HRID 2411469 reaction equation
[O:1]=[S:2]1(=[O:18])[CH2:6][CH2:5][CH2:4][N:3]1[C:7]1[CH:15]=[CH:14][C:10]([C:11]([OH:13])=O)=[C:9]([O:16][CH3:17])[CH:8]=1.[CH3:19][C:20]1[CH:25]=[C:24]([CH3:26])[CH:23]=[CH:22][C:21]=1[N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1>>[CH3:19][C:20]1[CH:25]=[C:24]([CH3:26])[CH:23]=[CH:22][C:21]=1[N:27]1[CH2:28][CH2:29][N:30]([C:11]([C:10]2[CH:14]=[CH:15][C:7]([N:3]3[CH2:4][CH2:5][CH2:6][S:2]3(=[O:1])=[O:18])=[CH:8][C:9]=2[O:16][CH3:17])=[O:13])[CH2:31][CH2:32]1

Participants

3

Reactant 2

HCID 705441-(2,4-Xylyl)piperazineHCID 712520824-(1,1-Dioxo-1lambda6-isothiazolidin-2-yl)-2-methoxybenzoic acid

Product 1

HCID 71252392[4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methoxyphenyl]methanoneYield 81.3%

Procedure

Using 4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methoxybenzoic acid (285 mg) described in Preparation Example 19 and 1-(2,4-dimethylphenyl)piperazine (199 mg) and by the reaction and treatment in the same manner as in Example 87, the title compound (377 mg) was obtained.

Sources & evidence

ORD record
ord-239bf7f6dea447caa4c19ae245762d81
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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