Hydrazine hydrate (1:1) → 3-Hydrazinyl-6-(1-methyl-1H-pyrazol-4-yl)pyridazine

HRID 2386587Notes

Reaction equation

HRID 2386587 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[N:6]=[N:7][C:8]([C:11]2[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=2)=[CH:9][CH:10]=1>C(O)C>[NH:2]([C:5]1[N:6]=[N:7][C:8]([C:11]2[CH:12]=[N:13][N:14]([CH3:16])[CH:15]=2)=[CH:9][CH:10]=1)[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 545956073-Chloro-6-(1-methyl-1H-pyrazol-4-yl)pyridazine

Product 1

HCID 580751723-Hydrazinyl-6-(1-methyl-1H-pyrazol-4-yl)pyridazineYield 90.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
10 °C

Procedure

To a 1000 mL round bottom flask containing a solution of hydrazine monohydrate (280 mL, 4.89 mol) in ethanol (300 mL) is added 3-chloro-6-(1-methyl-1H-pyrazol-4-yl)pyridazine (60 g, 308.3 mmol) at 4° C. The resulting clear solution is heated to reflux for 18 h, and then cooled to 10° C. The product precipitated is collected by filtration and dried under vacuum to give the title compound as a white solid (53 g, 90.4%) and is used as is.

Workup

  1. temperatureThe resulting clear solution is heated
  2. temperatureto reflux for 18 h
  3. customThe product precipitated
  4. filtrationis collected by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-67edc6859abd4b7eb5969e22cd63b4ab
Source dataset
uspto-grants-2012_09
Patent number
US08268836B2

Reaction notes

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