Sulfuric Acid → 6-hydroxy-1H-indazole

HRID 241596

Reaction equation

HRID 241596 reaction equation
N[C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:12]>>[OH:12][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][NH:8]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 814231H-Indazol-6-amine

Product 1

HCID 1354839876-hydroxy-1H-indazoleYield 51%

Procedure

6-aminoindazole (2.66 g, 20 mmol) is added to 20% of dilute sulfuric acid and the reaction is performed under microwave radiation at 170° C. for 1 hour using microwave powder of 600 watt, and then terminated. The reaction solution is cooled, adjusted to pH=7 with 5% NaOH and stirred for 10 minutes to precipitated a deposit, which is recrystallized in water to obtain 1.5 g of 6-hydroxyindazole, with a yield of 51%.

Workup

  1. customterminated
  2. temperatureThe reaction solution is cooled
  3. customto precipitated a deposit, which
  4. customis recrystallized in water

Sources & evidence

ORD record
ord-06d47b95aa684ae4a6aa8b88c5babb9e
Source dataset
uspto-grants-2014_02
Patent number
US08653069B2

Linked notes

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