Dimethylamine, hydrochloride → 8-Dimethylsulfamoyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid

HRID 1970012Notes

Reaction equation

HRID 1970012 reaction equation
Cl[S:2]([C:5]1[CH:14]=[CH:13][C:12]2[NH:11][C:10](=[O:15])[C:9]3[NH:16][CH:17]=[C:18]([C:19]([OH:21])=[O:20])[C:8]=3[C:7]=2[CH:6]=1)(=[O:4])=[O:3].Cl.[CH3:23][NH:24][CH3:25]>>[CH3:23][N:24]([CH3:25])[S:2]([C:5]1[CH:14]=[CH:13][C:12]2[NH:11][C:10](=[O:15])[C:9]3[NH:16][CH:17]=[C:18]([C:19]([OH:21])=[O:20])[C:8]=3[C:7]=2[CH:6]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 10473Dimethylamine, hydrochlorideHCID 451210688-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid

Product 1

HCID 685656888-Dimethylsulfamoyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid

Procedure

8-Dimethylsulfamoyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid is prepared according to synthesis 178, from 326 mg (1 mmol) of 8-chlorosulfonyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid and 85 mg (1.05 mmol) of dimethylamine hydrochloride to give, after purification by precipitation and trituration in water, 210 mg (62%) of 8-dimethylsulfamoyl-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-carboxylic acid in the form of a gray solid.

Workup

  1. customto give
  2. customafter purification
  3. customby precipitation and trituration in water

Sources & evidence

ORD record
ord-0f07f8456e3943d296ae48f4b34c36fc
Source dataset
uspto-grants-2013_04
Patent number
US08426437B2

Reaction notes

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