Ammonia → HCID 21998549, compound

HRID 1976529Notes

Reaction equation

HRID 1976529 reaction equation
N.[C:2]([NH:6][S:7]([C:10]1[CH:19]=[C:18]([C:20](=[O:22])[NH2:21])[CH:17]=[CH:16][C:11]=1[C:12]([O:14]C)=O)(=[O:9])=[O:8])([CH3:5])([CH3:4])[CH3:3].[CH3:23][NH:24][CH3:25]>CO>[CH3:23][N:24]([CH3:25])[C:12](=[O:14])[C:11]1[CH:16]=[CH:17][C:18]([C:20](=[O:22])[NH2:21])=[CH:19][C:10]=1[S:7](=[O:8])(=[O:9])[NH:6][C:2]([CH3:3])([CH3:4])[CH3:5]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 674DimethylamineHCID 21998545HCID 21998545, compound

Product 1

HCID 21998549HCID 21998549, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Similarly to Examples A5 to A6, and using ammonia as basic reagent in Example A5, methyl 2-tert-butylsulfamoyl-4-carbamoylbenzoate was prepared first. At room temperature, 3.0 g (0.01 mol) of this compound were subsequently added to a solution of 45 g (1.0 mol) of dimethylamine in 60 ml of methanol, and the reaction mixture was left standing at room temperature for 7 h. The mixture was concentrated and the desired product was isolated by silica gel column chromatography (mobile phase: ethyl acetate; Rf≈0.2). This gave 1.0 g (31% of theory) of N,N-dimethyl-2-tert-butylsulfamoyl-4-carbamoylbenzamide of a glass-like consistency.

Workup

  1. customwas prepared first
  2. waitthe reaction mixture was left
  3. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-ded5ac856f1c44af813e8bd786b9432d
Source dataset
uspto-grants-2001_05
Patent number
US06228808B1

Reaction notes

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