1,3-Oxazol-2(5H)-one → 3-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]-3-(1,1-dioxoisothiazolidin-2-yl)phenyl}oxazolidin-2-one

HRID 1804380Notes

Reaction equation

HRID 1804380 reaction equation
Br[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]([N:24]2[CH2:28][CH2:27][CH2:26][S:25]2(=[O:30])=[O:29])[CH:3]=1.[O:31]1[CH2:35][CH:34]=[N:33][C:32]1=[O:36]>>[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:33]3[CH2:34][CH2:35][O:31][C:32]3=[O:36])=[CH:3][C:4]=2[N:24]2[CH2:28][CH2:27][CH2:26][S:25]2(=[O:30])=[O:29])=[O:9])[CH2:11][CH2:12]1

Participants

3

Reactant 2

HCID 144050941,3-Oxazol-2(5H)-oneHCID 58484743[4-Bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(2,4-dimethylphenyl)piperazin-1-yl]methanone

Product 1

HCID 584845863-{4-[4-(2,4-Dimethylphenyl)piperazine-1-carbonyl]-3-(1,1-dioxoisothiazolidin-2-yl)phenyl}oxazolidin-2-oneYield 88.9%

Procedure

By reaction and treatment in the same manner as in Example 149 and using [4-bromo-2-(1,1-dioxoisothiazolidin-2-yl)phenyl][4-(2,4-dimethylphenyl)piperazin-1-yl]methanone (492 mg) described in Preparation Example 181 and oxazolin-2-one (104 mg), the title compound (443 mg) was obtained.

Workup

  1. customBy reaction and treatment in the same manner as in Example 149

Sources & evidence

ORD record
ord-5292589312734c37a03021218fa575e2
Source dataset
uspto-grants-2013_01
Patent number
US08354401B2

Reaction notes

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