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

HRID 2301686Notes

Reaction equation

HRID 2301686 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. m.p.: 159-160° C.

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-ea12b5a9025d4bdcba5e3fc17f81b672
Source dataset
uspto-grants-2002_12
Patent number
US06500952B1

Reaction notes

Loading…