Hydrazine hydrate (1:1) → 3-Amino-5-bromo-1H-indazole
Reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([CH:9]=1)[C:7]#[N:8].O.[NH2:12][NH2:13]>O>[NH2:8][C:7]1[C:6]2[C:5](=[CH:4][CH:3]=[C:2]([Br:1])[CH:9]=2)[NH:13][N:12]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 5-bromo-2-fluorobenzonitrile (5.00 g, 25 mmol) and hydrazine hydrate (10 mL) was heated at reflux for two hours and then it was allowed to stand at room temperature for two days. The reaction was treated with water (50 mL) and the solids were collected by filtration to give 3-Amino-5-bromo-indazole as a white solid (4.82 g, 91%): mp 165-175° C.; MS [M+H]+ 212, 214.
Workup
- temperaturewas heated
- temperatureat reflux for two hours
- filtrationthe solids were collected by filtration
Sources & evidence
- ORD record
- ord-48f441ac35d34c3f877041965344fe1b
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07820670B2
Reaction notes
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