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

HRID 521573Notes

Reaction equation

HRID 521573 reaction equation
[Cl:1][C:2]1[N:3]=[N:4][C:5](Cl)=[CH:6][CH:7]=1.O.[NH2:10][NH2:11]>C(O)C>[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 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3,6-dichloropyridazine (20 g, 0.135 mol) and 20 mL of 80% hydrazine hydrate in 40 mL of ethanol was refluxed for 1 h. The reaction mixture was evaporated to dryness and the residue was recrystallized from benzene to give 3-chloro-6-hydrazinylpyridazine as a yellow solid (19 g, 96%). LRMS (M+H+) m/z: calcd 145.03; found 145.

Workup

  1. temperaturewas refluxed for 1 h
  2. customThe reaction mixture was evaporated to dryness
  3. customthe residue was recrystallized from benzene

Sources & evidence

ORD record
ord-5c917ae4120c4709a63c325bd61d97a2
Source dataset
uspto-grants-2016_05
Patent number
US09328117B2

Reaction notes

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