Water → 1H-Indazole-5-carboxylic acid

HRID 1269706Notes

Reaction equation

HRID 1269706 reaction equation
[OH2:1].S(=O)(=O)(O)[OH:3].[NH:7]1[C:15]2[C:10](=[CH:11][C:12]([C:16]#N)=[CH:13][CH:14]=2)[CH:9]=[N:8]1>C(O)(=O)C>[NH:7]1[C:15]2[C:10](=[CH:11][C:12]([C:16]([OH:3])=[O:1])=[CH:13][CH:14]=2)[CH:9]=[N:8]1

Participants

5

Reactant 3

HCID 962WaterHCID 1118Sulfuric AcidHCID 111263841H-Indazole-5-carbonitrile

Product 1

HCID 42484541H-Indazole-5-carboxylic acidYield 88%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

Water (20 ml) and concentrated sulfuric acid (20 ml) were added to a solution of 1H-indazole-5-carbonitrile (3.00 g, 20.1 mmol) in acetic acid (20 ml) at room temperature, and the resulting mixture was heated at 100° C. for 3 hours. Then, the reaction solution was poured onto ice and the solid precipitated was collected by filtration and dried under reduced pressure to obtain 1H-indazole-5-carboxylic acid (2.88 g, 88%).

Workup

  1. additionThen, the reaction solution was poured onto ice
  2. customthe solid precipitated
  3. filtrationwas collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-fe7393018d414fcf8471c1d84e7928a7
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

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