Water → HCID 66735912, compound

HRID 1640965Notes

Reaction equation

HRID 1640965 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([NH2:9])=[O:8].[C:14]1([S:20]([O:22][Na])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O>CS(C)=O>[C:14]1([S:20]([C:2]2[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=2)[C:7]([NH2:9])=[O:8])(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 186681655-Fluoro-2-nitrobenzamideHCID 178527445HCID 178527445, compound

Product 1

HCID 66735912HCID 66735912, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
50 °C

Procedure

5-Fluoro-2-nitro-benzamide (2.5 g, 13.59 mmol) in DMSO (40 mL) was treated with solid 97% PhSO2Na (2.48 g, 14.95 mmol) and heated at 50° C. (oil bath temperature) for 60 hours. The reaction was added dropwise into 40 mL of iced water. Filtration of the solid afforded 3.55 g (85% yield) of title compound.

Workup

  1. filtrationFiltration of the solid

Sources & evidence

ORD record
ord-468d228a0acc48849718e2c95a630729
Source dataset
uspto-grants-2012_02
Patent number
US08114865B2

Reaction notes

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