Dimethyl Sulfoxide → 5-[5-[4-(2-Methoxyphenyl)-1-piperazinyl]valeryl]-2-methylthio-benzenesulfonamide

HRID 65207Notes

Reaction equation

Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]([C:8]1[CH:9]=[CH:10][C:11]([CH3:18])=[C:12]([S:14]([NH2:17])(=[S:16])=[O:15])[CH:13]=1)=[O:7].[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1.C(=O)([O-])[O-].[Na+].[Na+].CS(C)=O>C(OCC)(=O)C.O>[CH3:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[N:27]1[CH2:32][CH2:31][N:30]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]([C:8]2[CH:9]=[CH:10][C:11]([CH3:18])=[C:12]([S:14]([NH2:17])(=[S:16])=[O:15])[CH:13]=2)=[O:7])[CH2:29][CH2:28]1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 5 g of 5-(5-chlorovaleryl)-2-methylthio-benzenesulfonamide, 3.4 g of 1-(2-methoxyphenyl)piperazine, 2.0 g of sodium carbonate and 25 ml of dimethyl sulfoxide was heated at 90° C. for 6 hours while stirring. After the reaction was finished, 100 ml of water and 100 ml of ethyl acetate were added to the reaction mixture and the stirring was continued for 30 minutes to produce crystals. The thus-produced crystals was filtered off to obtain 6.0 g of the titled compound (yield: 80.5%).

Workup

customto produce crystals
filtrationThe thus-produced crystals was filtered off

Sources & evidence

ORD record: ord-6115671937c641e39f7099fffa0b4332
Source dataset: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04613598

Reaction notes

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