Ethyl Acetate → [4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanone hydrobromide

HRID 2411476Notes

Reaction equation

HRID 2411476 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:27][CH2:26][CH2:25][S:24]3(=[O:29])=[O:28])=[CH:19][C:18]=2[S:30]([CH3:33])(=[O:32])=[O:31])=[O:16])[CH2:11][CH2:10]1.[BrH:34].C(O)(=O)C.C(OCC)(=O)C>CC(C)=O>[BrH:34].[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]1[CH2:10][CH2:11][N:12]([C:15]([C:17]2[CH:22]=[CH:21][C:20]([N:23]3[CH2:27][CH2:26][CH2:25][S:24]3(=[O:28])=[O:29])=[CH:19][C:18]=2[S:30]([CH3:33])(=[O:32])=[O:31])=[O:16])[CH2:13][CH2:14]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 71252359[4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanone

Product 1

HCID 86676777[4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1lambda6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanone hydrobromide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

[4-(2,4-Dimethylphenyl)piperazin-1-yl][4-(1,1-dioxo-1λ6-isothiazolidin-2-yl)-2-methanesulfonylphenyl]methanone (500 mg) described in Example 11 was dissolved in acetone (75 mL), hydrogen bromide/acetic acid solution (about 30%-containing, 0.3 mL) was added, and the mixture was stirred at room temperature. To the reaction mixture was added ethyl acetate, and the precipitate was collected by filtration to give the title compound (283 mg).

Workup

  1. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-04a3a5c7542e49dd8a11a3f852ec55a7
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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