Hydrazine hydrate (1:1) → 1H-Indazole-5-carbohydrazide

HRID 452592Notes

Reaction equation

HRID 452592 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([O:12]C)=O)=[CH:7][CH:8]=2)[CH:3]=[N:2]1.O.[NH2:15][NH2:16]>CO>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([NH:15][NH2:16])=[O:12])=[CH:7][CH:8]=2)[CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 22260640Methyl 1H-indazole-5-carboxylate

Product 1

HCID 433489731H-Indazole-5-carbohydrazideYield 93.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 1H-indazole-5-carboxylate (5.02 g, 28.5 mmol) and hydrazine monohydrate (6.94 mL, 143 mmol) in methanol (50 mL) was heated under reflux for 48 hr. After cooling, the precipitate was collected by filtration, and washed with methanol to give the title compound (4.69 g, yield 93%) as colorless crystals.

Workup

  1. temperatureunder reflux for 48 hr
  2. temperatureAfter cooling
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with methanol

Sources & evidence

ORD record
ord-6a95072bede44d8682fd7f7e4442b4ca
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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