Potassium Carbonate → HCID 19978307, compound

HRID 1449494Notes

Reaction equation

[N:1]1([C:7]2[C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=3[S:9][N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:16]([N:24]1[CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][CH:27]2[N:26]([CH2:33][CH2:34][CH2:35][CH2:36]Br)[C:25]1=[O:38])(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:16]([N:24]1[CH:28]2[CH2:29][CH2:30][CH2:31][CH2:32][CH:27]2[N:26]([CH2:33][CH2:34][CH2:35][CH2:36][N:4]2[CH2:5][CH2:6][N:1]([C:7]3[C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=4[S:9][N:8]=3)[CH2:2][CH2:3]2)[C:25]1=[O:38])(=[O:23])[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A suspension of 3-(1-piperazinyl)-1,2-benzisothiazole (0.44 g, 2.0 mmoles), 3-benzoyl-1-(4-bromobutyl)perhydrobenzimidazol-2-one (0.76 g, 2.0 mmoles) and potassium carbonate (0.33 g, 2.4 mmoles) in 4 ml of dimethylformamide was stirred at 60° C. for 2 hours. Insolubles were removed by filtration, and the solvent was evaporated under reduced pressure. The residue was dissolved in chloroform and washed with water, and the solvent was evaporated. The residue was purified by chromatography on a silica gel column to give 1.0 g of the title compound as an oil.

Workup

customInsolubles were removed by filtration
customthe solvent was evaporated under reduced pressure
dissolutionThe residue was dissolved in chloroform
washwashed with water
customthe solvent was evaporated
customThe residue was purified by chromatography on a silica gel column

Sources & evidence

ORD record: ord-33051995f04e46b89e88c598248158a6
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05599815

Reaction notes

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