Water → 1-Methyl-1H-indazol-5-ol

HRID 563893

Reaction equation

HRID 563893 reaction equation
N[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[N:6]=[CH:5]2.[OH2:12].[OH-].[Na+]>P(=O)(O)(O)O>[OH:12][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([CH3:11])[N:6]=[CH:5]2

Participants

5

Reactant 3

HCID 962Water2×HCID 14798Sodium HydroxideHCID 27680321-methyl-1H-indazol-5-amine

Product 1

HCID 441192401-Methyl-1H-indazol-5-ol

Reagents, catalysts & solvents 1

HCID 1004Phosphoric AcidSolvent

Conditions

Temperature
180 °C

Procedure

5-Amino-1-methylindazole (1.56 g) in phosphoric acid (13 ml) containing water (3 ml) was heated to 180° C. for 18 hours, cooled to ambient temperature, poured into water (5 ml) then neutralised with aqueous sodium hydroxide. The solid that precipitated was filtered from solution, washed with cold water then sucked to dryness to give was hydrolysed to give 5-hydroxyl-1-methylindazole as a brown solid, (1.18 g).

Workup

  1. temperaturecooled to ambient temperature
  2. customThe solid that precipitated
  3. filtrationwas filtered from solution
  4. washwashed with cold water
  5. customto give

Sources & evidence

ORD record
ord-00365a0cbbd14c7a905837875a647ed6
Source dataset
uspto-grants-2011_11
Patent number
US08067592B2

Linked notes

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