Hydrazine hydrate (1:1) → 4-Isopropyl-1H-pyrazole-3,5-diamine
Reaction equation
O.[NH2:2][NH2:3].[CH:4]([CH:7]([C:10]#[N:11])[C:8]#[N:9])([CH3:6])[CH3:5]>CCO>[CH:4]([C:7]1[C:10]([NH2:11])=[N:2][NH:3][C:8]=1[NH2:9])([CH3:6])[CH3:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
Hydrazine monohydrate (2.05 mL, 42 mmol) was added to a solution of the product from Example 112A (1.16 g, 10.7 mmol) in EtOH (15 mL). The reaction flask was evacuated and purged with nitrogen (3 cycles), then heated at 80° C. for 22 hours. The yellow solution was cooled to room temperature and concentrated under vacuum. Toluene (8 mL) was added to the residue, and the mixture was concentrated under vacuum to remove excess hydrazine (repeated twice more) to provide the title compound. MS (ESI) m/z 141 (M+H)+.
Workup
- customThe reaction flask was evacuated
- custompurged with nitrogen (3 cycles)
- temperatureThe yellow solution was cooled to room temperature
- concentrationconcentrated under vacuum
- additionToluene (8 mL) was added to the residue
- concentrationthe mixture was concentrated under vacuum
- customto remove excess hydrazine (
Sources & evidence
- ORD record
- ord-a62d8b2e19bd4e3d8b80a5662923c270
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08609669B2
Reaction notes
Loading…