Potassium Nitrate → HCID 178526411, compound

HRID 1165813Notes

Reaction equation

HRID 1165813 reaction equation
[N+:1]([O-])([O-:3])=[O:2].[K+].[OH:6][C:7]1[C:8]([OH:24])=[N:9][C:10]2[CH:11]=[CH:12][C:13]3[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[C:14]=3[C:15]=2[N:16]=1>S(=O)(=O)(O)O>[OH:6][C:7]1[C:8]([OH:24])=[N:9][C:10]2[CH:11]=[C:12]([N+:1]([O-:3])=[O:2])[C:13]3[CH:20]=[CH:19][CH:18]=[C:17]([N+:21]([O-:23])=[O:22])[C:14]=3[C:15]=2[N:16]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 178526516HCID 178526516, compound

Product 1

HCID 178526411HCID 178526411, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Finely powdered potassium nitrate (81 mg, 0.8 mmol) was added during a few minutes to a stirred solution of 2,3-dihydroxy-10-nitrobenzo(f)quinoxaline (0.21 g, 0.B mmol) in 3 ml of conc. sulfuric acid at 0° C. After stirring over night at room temperature, the solution was poured into 50 ml of ice/water. The yellow precipitate was isolated, washed with water, dried and recrystallized from 96% ethanol affording 0.12 g (50%) of the dinitro compound, m.p.> 300° C., IR (KBr): 700 cm-1 (C=0),1H-NMR (DMSO-d6): 7.72 (t,J=8 Hz,1H,H-8), 8.10 (dd,J7-8 =8Hz,J7-91Hz, 1H, H-7), 8.23 (s,1H,H-5), 8.55 (dd,J9-8 =8 Hz, J9-7 =1Hz, 1H,H-9), 12.9 (broad s, 1H, OH, only one exchangeable proton could be seen).

Workup

  1. customThe yellow precipitate was isolated
  2. washwashed with water
  3. customdried
  4. customrecrystallized from 96% ethanol affording 0.12 g (50%) of the dinitro compound, m.p.> 300° C., IR (KBr)

Sources & evidence

ORD record
ord-50ebcb50959c4d2db1fc10635e185d61
Source dataset
uspto-grants-1990_03
Patent number
US04912108

Reaction notes

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