Cesium carbonate → 2-(4-Nitrophenyl)isothiazolidine 1,1-dioxide

HRID 1268818Notes

Reaction equation

C(=O)([O-])[O-].[Cs+].[Cs+].[N+:7]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH2:20][CH2:21][CH2:22]Cl)(=[O:19])=[O:18])=[CH:12][CH:11]=1)([O-:9])=[O:8]>C(#N)C>[N+:7]([C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH2:22][CH2:21][CH2:20][S:17]2(=[O:19])=[O:18])=[CH:12][CH:11]=1)([O-:9])=[O:8]

Participants

Conditions

Temperature: 70 °C

Procedure

13.0 g (40.0 mmol) of caesium carbonate are added to a solution of 7.40 g (26.6 mmol) of N-(4-nitrophenyl)-3-chloropropane-1-sulfonamide in 150 ml of acetonitrile, and the mixture is stirred at 70° C. for 18 hours. The reaction mixture is subjected to conventional work-up, and the crude product is chromatographed on a silica-gel column using ethyl acetate/petroleum ether as eluent, giving 2-(4-nitrophenyl)isothiazolidine 1,1-dioxide as a yellowish solid; ESI 243.

Workup

customthe crude product is chromatographed on a silica-gel column

Sources & evidence

ORD record: ord-64fdfc45f6914ad981de0c7ea0a8efba
Source dataset: uspto-grants-2007_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07199133B2

Reaction notes

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