3-Chloropropanesulphonyl chloride → [4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-trifluoromethylphenyl]methanone

HRID 2411479Notes

Reaction equation

HRID 2411479 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][N:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][C:17]=3[CH3:23])[CH2:12][CH2:11]2)=[O:9])=[C:4]([C:24]([F:27])([F:26])[F:25])[CH:3]=1.Cl[CH2:29][CH2:30][CH2:31][S:32](Cl)(=[O:34])=[O:33]>>[CH3:23][C:17]1[CH:18]=[C:19]([CH3:22])[CH:20]=[CH:21][C:16]=1[N:13]1[CH2:14][CH2:15][N:10]([C:8]([C:5]2[CH:6]=[CH:7][C:2]([N:1]3[CH2:29][CH2:30][CH2:31][S:32]3(=[O:34])=[O:33])=[CH:3][C:4]=2[C:24]([F:27])([F:26])[F:25])=[O:9])[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 154103-Chloropropanesulphonyl chlorideHCID 86676758(4-Amino-2-trifluoromethylphenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone

Product 1

HCID 71252711[4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-trifluoromethylphenyl]methanone

Procedure

Using (4-amino-2-trifluoromethylphenyl)[4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (850 mg) described in Preparation Example 149 and 3-chloropropane-1-sulfonyl chloride (0.37 mL) and by the reaction and treatment in the same manner as in Example 78, the title compound (544 mg) was obtained.

Sources & evidence

ORD record
ord-6bd6ec632b4241d998788850fd89cc10
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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