Potassium Nitrate → 5-nitro-1H-indazole-3-carboxylic Acid

HRID 1038127Notes

Reaction equation

HRID 1038127 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]([OH:12])=[O:11])=[N:2]1.[N+:13]([O-])([O-:15])=[O:14].[K+]>S(=O)(=O)(O)O>[N+:13]([C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[NH:1][N:2]=[C:3]2[C:10]([OH:12])=[O:11])([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 78250Indazole-3-carboxylic acid

Product 1

HCID 71446525-nitro-1H-indazole-3-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

To a suspension of indazole-3-carboxylic acid 16AP (10.5 g, 64.8 mmol) in concentrated sulfuric acid (125 ml) at 0° C. was added KNO3 (64.8 mmol, 6.55 g). The reaction mixture was warmed up to r.t. After stirring for 4 hr at r.t, it was poured into a 525 ml of ice/water. Solid was collected by filtration and washed with water to give desired 5-nitro-1H-indazole-3-carboxylic acid 17AP (10.74 g, 80%).

Workup

  1. filtrationSolid was collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-84982ca7b6a342309e6225832d595238
Source dataset
uspto-grants-2013_10
Patent number
US08546404B2

Reaction notes

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