Potassium Nitrate → HCID 178526412, compound

HRID 1165804Notes

Reaction equation

HRID 1165804 reaction equation
[OH:1][C:2]1[C:3]([OH:16])=[N:4][C:5]2[CH:6]=[CH:7][C:8]3[CH:15]=[CH:14][CH:13]=[N:12][C:9]=3[C:10]=2[N:11]=1.[N+:17]([O-])([O-:19])=[O:18].[K+]>S(=O)(=O)(O)O>[OH:1][C:2]1[C:3]([OH:16])=[N:4][C:5]2[CH:6]=[C:7]([N+:17]([O-:19])=[O:18])[C:8]3[CH:15]=[CH:14][CH:13]=[N:12][C:9]=3[C:10]=2[N:11]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 178516990HCID 178516990, compound

Product 1

HCID 178526412HCID 178526412, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 500 mg (2,35 mmol) 2,3-dihydroxy-pyrido(2,3-f)quinoxaline in 25 ml sulfuric acid (95-97%) was ice-cooled, and 238 mg (2,35 mmol) potassium nitrate was added. Stirring was continued at 0° C. for 1/2 h and then at 25° C. for 4 h. The reaction mixture was poured into 100 ml ice-water. The precipitate was filtered off and washed with water. The crude product was recrystallized (dimethyl formamide - water) to give 425 mg (70%) of pure 2,3-dihydroxy-6-nitropyrido-(2,3-f)quinoxaline, m.p. >300° C.1H NMR (DMSO-d6): 13,7 (2H,broad s), 9,0 (1H,d), 8,8 (1H,d), 7,86 (1H,s), 7,6 (1H, double d).

Workup

  1. temperaturecooled
  2. waitat 25° C. for 4 h
  3. filtrationThe precipitate was filtered off
  4. washwashed with water
  5. customThe crude product was recrystallized (dimethyl formamide - water)

Sources & evidence

ORD record
ord-cc7385f2c4f8428e83665db86679fc98
Source dataset
uspto-grants-1990_03
Patent number
US04912108

Reaction notes

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