Hydrazine hydrate (1:1) → 3-Chloro-6-hydrazinopyridazine

HRID 1693564Notes

Reaction equation

HRID 1693564 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][CH:7]=1.O.[NH2:10][NH2:11]>CCO>[Cl:1][C:2]1[N:3]=[N:4][C:5]([NH:10][NH2:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 673313,6-Dichloropyridazine

Product 1

HCID 1007873-Chloro-6-hydrazinopyridazineYield 58%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 3,6-dichloro-pyridazine (500 mg, 3.36 mmol) in EtOH (6 mL) is added hydrazine hydrate (840 mg, 16.8 mini). The mixture is heated at 80° C. for 14 h and then cooled downed to room temperature. The solvent is removed under vacuum and the residue is triturated with water (2 mL), filtered off and dried to afford 6-chloro-3-pyridazinyl-hydrazine (280 mg, 58%) as white solid. HPLC-MS calculated C4H5ClN4 (M+1+): 145.0. Found: 145.0.

Workup

  1. temperaturecooled downed to room temperature
  2. customThe solvent is removed under vacuum
  3. customthe residue is triturated with water (2 mL)
  4. filtrationfiltered off
  5. customdried

Sources & evidence

ORD record
ord-da08ded3a43043caa1cfbbb5447187cb
Source dataset
uspto-grants-2012_04
Patent number
US08158634B2

Reaction notes

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