Hydrochloric Acid → HCID 178507220, compound

HRID 477777Notes

Reaction equation

HRID 477777 reaction equation
[OH:1][C:2]1[C:3]([OH:23])=[N:4][C:5]2[CH:6]=[C:7]([N+:20]([O-])=O)[C:8]3[C:15]([S:16](=[O:19])(=[O:18])[NH2:17])=[CH:14][CH:13]=[CH:12][C:9]=3[C:10]=2[N:11]=1.Cl>CN(C)C=O.[Ni]>[NH2:20][C:7]1[C:8]2[C:15]([S:16](=[O:18])(=[O:19])[NH2:17])=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]2[N:11]=[C:2]([OH:1])[C:3]([OH:23])=[N:4][C:5]=2[CH:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 178514693HCID 178514693, compound

Product 1

HCID 178507220HCID 178507220, compoundYield 43.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

A solution of 0,5 g (1,49 mmol) 2,3-dihydroxy-6-nitro-7-sulphamoyl-benzo[f]quinoxaline in 75 ml dimethylformamide was hydrogenated at atm. pressure by using ca. 1 g Ra-Ni as a catalyst. The filtered reaction mixture was added 5 ml 1N hydrochloric acid, and then evaporated in vacuo. The crude product was recrystallized (dimethylformamide-water) to give 0,2 g (40%) 6-amino-2,3-dihydroxy-7-sulphamoyl-benzo[f]quinoxaline as a hydrochloride salt.

Workup

  1. customThe filtered reaction mixture
  2. customevaporated in vacuo
  3. customThe crude product was recrystallized (dimethylformamide-water)

Sources & evidence

ORD record
ord-42293dafdaf24cc5912752dda8f8a2e6
Source dataset
uspto-grants-1989_12
Patent number
US04889855

Reaction notes

Loading…