1-(2,4-Xylyl)piperazine → [4-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(2,4-dimethylphenyl)piperazin-1-yl]methanone

HRID 1804126Notes

Reaction equation

HRID 1804126 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[C:4]([N:11]2[CH2:15][CH2:14][CH2:13][S:12]2(=[O:17])=[O:16])[CH:3]=1.[CH3:18][C:19]1[CH:24]=[C:23]([CH3:25])[CH:22]=[CH:21][C:20]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([N:29]2[CH2:30][CH2:31][N:26]([C:20]3[CH:21]=[CH:22][C:23]([CH3:25])=[CH:24][C:19]=3[CH3:18])[CH2:27][CH2:28]2)=[O:8])=[C:4]([N:11]2[CH2:15][CH2:14][CH2:13][S:12]2(=[O:17])=[O:16])[CH:3]=1

Participants

3

Reactant 2

HCID 705441-(2,4-Xylyl)piperazineHCID 549330084-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)benzoic acid

Product 1

HCID 58484743[4-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(2,4-dimethylphenyl)piperazin-1-yl]methanoneYield 101.3%

Procedure

By reaction and treatment in the same manner as in Preparation Example 90 and using 4-bromo-2-(1,1-dioxoisothiazolidin-2-yl)benzoic acid (661 mg) described in Preparation Example 178 and 1-(2,4-dimethylphenyl)piperazine (431 mg), the title compound (1.03 g) was obtained.

Workup

  1. customBy reaction and treatment in the same manner
  2. customas in Preparation Example 90

Sources & evidence

ORD record
ord-fa923aff57094402a5c82c2246cfb397
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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