Oxalic acid dihydrate → HCID 178514692, compound

HRID 477775Notes

Reaction equation

HRID 477775 reaction equation
Cl.[NH2:2][C:3]1[C:12]2[CH:11]=[CH:10][CH:9]=[C:8]([S:13]([NH2:16])(=[O:15])=[O:14])[C:7]=2[CH:6]=[CH:5][C:4]=1[NH2:17].O.O.[C:20](O)(=[O:24])[C:21](O)=[O:22]>Cl>[OH:22][C:21]1[C:20]([OH:24])=[N:17][C:4]2[CH:5]=[CH:6][C:7]3[C:8]([S:13](=[O:14])(=[O:15])[NH2:16])=[CH:9][CH:10]=[CH:11][C:12]=3[C:3]=2[N:2]=1

Participants

4

Reactant 2

HCID 61373Oxalic acid dihydrateHCID 166407915,6-Diaminonaphthalene-1-sulfonamide--hydrogen chloride (1/1)

Product 1

HCID 178514692HCID 178514692, compoundYield 122.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 5,0 g (21,0 mmol) 1,2-diamino-naphthalene-5-sulphonamide hydrochloride salt and 6,0 g oxalic acid dihydrate in 200 ml 2N hydrochloric acid was refluxed for 2,5 h. After cooling to 25° C., the precipitate was filtered off and washed with water. The crude product was recrystallized (dimethylformamide-water) to give 7,5 g (69%) 2,3-dihydroxy-7-sulphamoyl-benzo[f]quinoxaline.

Workup

  1. temperaturewas refluxed for 2,5 h
  2. filtrationthe precipitate was filtered off
  3. washwashed with water
  4. customThe crude product was recrystallized (dimethylformamide-water)

Sources & evidence

ORD record
ord-423fb6a001444ae393852f01343f3e8e
Source dataset
uspto-grants-1989_12
Patent number
US04889855

Reaction notes

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