Potassium Nitrate → HCID 178481970, compound

HRID 1031090Notes

Reaction equation

HRID 1031090 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[N:20]([CH3:21])[N:19]=[N: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[N:20]([CH3:21])[N:19]=[N:18][C:13]3=2)[N:8]=1

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 178481969HCID 178481969, compound

Product 1

HCID 178481970HCID 178481970, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Finely powdered potassium nitrate (0.47 g, 4.6 mmol) was added portionwise to a stirred solution of 7,8-dihydroxy-3-methyl-3H-1,2,3-triazolo[4,5-f]quinoxaline (1.0 g, 4.6 mmol) in 20 ml of conc. sulfuric acid at 0° C. After 1 h the ice bath was removed and the mixture was stirred over night at room temperature. Then an additional amount of potassium nitrate (0.47 g) was added and stirring was continued over night at room temperature. The solution was poured into ice/water and the precipitated solid was collected, washed with water, and dried to give 1.0 g (83%) of the pure nitro compound; m.p. >300° C.; IR (KBr): 1710 cm-1 ; 1H-NMR (DMSO-d6): 4.50 (s, 3H, CH3), 8.18 (s, 1H, ArH), 12.13 (broad s, 1H, OH), 13.17 (broad s, 1H, OH).

Workup

  1. customAfter 1 h the ice bath was removed
  2. additionThen an additional amount of potassium nitrate (0.47 g) was added
  3. stirringstirring
  4. waitwas continued over night at room temperature
  5. additionThe solution was poured into ice/water
  6. customthe precipitated solid was collected
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-72dcf3e806544723937ea0c51c163e3a
Source dataset
uspto-grants-1992_04
Patent number
US05109001

Reaction notes

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