Hydrochloric Acid → HCID 22903593, compound

HRID 1488979Notes

Reaction equation

HRID 1488979 reaction equation
[O:1]=[C:2]1[CH:7]=[CH:6][N:5]([C:8]2[C:13]([C:14]([F:17])([F:16])[F:15])=[CH:12][C:11]([NH2:18])=[C:10]([NH2:19])[CH:9]=2)[CH:4]=[CH:3]1.[C:20](O)(=[O:24])[C:21](O)=[O:22].Cl>>[O:1]=[C:2]1[CH:3]=[CH:4][N:5]([C:8]2[CH:9]=[C:10]3[C:11](=[CH:12][C:13]=2[C:14]([F:16])([F:17])[F:15])[NH:18][C:21](=[O:22])[C:20](=[O:24])[NH:19]3)[CH:6]=[CH:7]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 971Oxalic AcidHCID 22903590HCID 22903590, compound

Product 1

HCID 22903593HCID 22903593, compoundYield 60%

Procedure

First, a mixture containing 300 mg of 4-(4-oxo-4H-pyridin-1-yl)-5-trifluoromethyl-1,2-phenylenediamine, 301 mg of oxalic acid, and 6 ml of 2N hydrochloric acid was refluxed by heating in an oil bath for 7 hours. The mixture was cooled and precipitated crystals were filtered. Then, 333 mg of the crude crystals thus obtained were recrystallized with a mixture of dimethylformamide and water to give 216 mg of 6-(4-oxo-4H-pyridin-1-yl)-7-trifluoromethyl-1,4-dihydroquinoxaline-2,3-dione.

Workup

  1. temperaturewas refluxed
  2. temperatureby heating in an oil bath for 7 hours
  3. temperatureThe mixture was cooled
  4. customprecipitated crystals
  5. filtrationwere filtered
  6. customThen, 333 mg of the crude crystals thus obtained
  7. customwere recrystallized with a mixture of dimethylformamide and water

Sources & evidence

ORD record
ord-7400cb06008e4ab1a70fa9eece2ae951
Source dataset
uspto-grants-1997_10
Patent number
US05677305

Reaction notes

Loading…