Ammonia → HCID 22903576, compound

HRID 1488974Notes

Reaction equation

HRID 1488974 reaction equation
[CH3:1][N:2]([CH3:21])[S:3]([C:6]1[C:11]([N:12]2[CH:17]=[CH:16][C:15](=[O:18])[CH:14]=[CH:13]2)=[CH:10][C:9]([NH2:19])=[C:8]([NH2:20])[CH:7]=1)(=[O:5])=[O:4].[C:22](O)(=[O:26])[C:23](O)=[O:24].N>Cl>[CH3:1][N:2]([CH3:21])[S:3]([C:6]1[CH:7]=[C:8]2[C:9](=[CH:10][C:11]=1[N:12]1[CH:13]=[CH:14][C:15](=[O:18])[CH:16]=[CH:17]1)[NH:19][C:23](=[O:24])[C:22](=[O:26])[NH:20]2)(=[O:5])=[O:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 971Oxalic AcidHCID 22903570HCID 22903570, compound

Product 1

HCID 22903576HCID 22903576, compoundYield 34.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

First, a mixture containing 500 mg of 4-dimethylsulfamoyl-5-(4-oxo-4H-pyridin-1-yl)-1,2-phenylenediamine, 438 mg of oxalic acid, and 10 ml of 2N hydrochloric acid was refluxed by heating in an oil bath for 3 hours. The mixture was cooled and made basic with aqueous ammonia. Precipitated crystals were filtered. Then, 534 mg of the crude crystals thus obtained were further recrystallized with dimethylformaldehyde and water to give 201 mg of 6-dimethylsulfamoyl-7-(4-oxo-4H-pyridin-1-yl)-1,4-dihydroquinoxaline-2,3-dione.

Workup

  1. temperaturewas refluxed
  2. temperatureby heating in an oil bath for 3 hours
  3. temperatureThe mixture was cooled
  4. customPrecipitated crystals
  5. filtrationwere filtered
  6. customThen, 534 mg of the crude crystals thus obtained
  7. customwere further recrystallized with dimethylformaldehyde and water

Sources & evidence

ORD record
ord-a8eea7f7fac3407dbe42a0dffa1d776e
Source dataset
uspto-grants-1997_10
Patent number
US05677305

Reaction notes

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