Hydrazine hydrate (1:1) → 4-Isopropyl-1H-pyrazole-3,5-diamine

HRID 1912914Notes

Reaction equation

HRID 1912914 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

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

  1. customThe reaction flask was evacuated
  2. custompurged with nitrogen (3 cycles)
  3. temperatureThe yellow solution was cooled to room temperature
  4. concentrationconcentrated under vacuum
  5. additionToluene (8 mL) was added to the residue
  6. concentrationthe mixture was concentrated under vacuum
  7. customto remove excess hydrazine (

Sources & evidence

ORD record
ord-a62d8b2e19bd4e3d8b80a5662923c270
Source dataset
uspto-grants-2013_12
Patent number
US08609669B2

Reaction notes

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