Ammonia → N,N-Dimethyl-4-nitro-2-sulfamoylbenzamide

HRID 1006577Notes

Reaction equation

HRID 1006577 reaction equation
[NH3:1].[CH3:2][N:3]([CH3:19])[C:4]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:7]=1[S:15](Cl)(=[O:17])=[O:16])=[O:5]>O1CCCC1>[CH3:2][N:3]([CH3:19])[C:4]([C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:7]=1[S:15]([NH2:1])(=[O:17])=[O:16])=[O:5]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 108916712-Dimethylaminocarbonyl-5-nitrobenzenesulfonyl chloride

Product 1

HCID 22066001N,N-Dimethyl-4-nitro-2-sulfamoylbenzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

37 ml of concentrated ammonia solution (33% strength) are added dropwise at 5° C. and with stirring to a mixture of 77.8 g of 2-dimethylaminocarbonyl-5-nitrobenzenesulfonyl chloride and 780 ml of tetrahydrofuran. The mixture is subsequently stirred until the end of the reaction. The reaction mixture is concentrated under reduced pressure and the residue is stirred with a little water. Drying gives 66.9 g of the desired product.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. stirringthe residue is stirred with a little water
  3. customDrying

Sources & evidence

ORD record
ord-d4f352894e0c4fd48510106f4f8c65f9
Source dataset
uspto-grants-2004_09
Patent number
US06790955B2

Reaction notes

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