Hydrazine hydrate (1:1) → 6-bromo-1H-indazol-3-amine
Reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4](F)[CH:3]=1.O.[NH2:12][NH2:13]>C(O)CCC>[Br:1][C:2]1[CH:9]=[C:8]2[C:5]([C:6]([NH2:7])=[N:12][NH:13]2)=[CH:4][CH:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
The reaction mixture of 4-bromo-2-fluorobenzonitrile (10 g, 50 mmol), hydrazine hydrate (7.85 ml, 250 mmol) in n-butanol (60 mL) was heated at 130° C. for overnight. After cooling down to room temperature, the precipitated crystalline solid was filtered off and washed three times with ethyl acetate (15 mL each). The product was dried in vacuo (10.3 g).
Workup
- temperatureAfter cooling down to room temperature
- filtrationthe precipitated crystalline solid was filtered off
- washwashed three times with ethyl acetate (15 mL each)
- customThe product was dried in vacuo (10.3 g)
Sources & evidence
- ORD record
- ord-143010cc839c4a67be47ae152fd346a0
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08987275B2
Reaction notes
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