Potassium Nitrate → HCID 178526414, compound

HRID 1461301Notes

Reaction equation

HRID 1461301 reaction equation
[N+:1]([O-:4])([O-])=[O:2].[K+].[OH:6][C:7]1[C:16]([OH:17])=[N:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]3[CH:20]=[N:19][NH:18][C:13]3=2)[N:8]=1>S(=O)(=O)(O)O>[OH:6][C:7]1[C:16]([OH:17])=[N:15][C:14]2[C:9](=[CH:10][C:11]([N+:1]([O-:4])=[O:2])=[C:12]3[CH:20]=[N:19][NH:18][C:13]3=2)[N:8]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 178516994HCID 178516994, compound

Product 1

HCID 178526414HCID 178526414, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Finely powdered potassium nitrate (0.11 g, 1 mmol) was added to a stirred solution of 7,8-dihydroxy-1H-pyrazolo[3,4-f]quinoxaline (0.2 g, 1 mmol) in 2 ml of conc. sulfuric acid at room temperature. The solution was stirred for 1 h at this temperature and then poured into 50 ml of ice/water. After 30 min the precipitated solid was isolated by filtration and washed with water. Recrystallization from N,N-dimethylformamide/water afforded 0.13 g (53%) of the nitro compound; m.p.>300° C.; IR (KBr): 3300-2500, 1705 cm-1 ; 1H-NMR (DMSO-d6): 7.83 (s, 1H, ArH), 8.37 (s, 1H, ArH), 12.2 (broad s, 2H, 20H).

Workup

  1. customAfter 30 min the precipitated solid was isolated by filtration
  2. washwashed with water
  3. customRecrystallization from N,N-dimethylformamide/water

Sources & evidence

ORD record
ord-08bd45eef39145999d9d43b0312a8155
Source dataset
uspto-grants-1991_12
Patent number
US05075306

Reaction notes

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