Ammonia → 3-Chloro-6-hydrazinopyridazine

HRID 1090835Notes

Reaction equation

HRID 1090835 reaction equation
[NH2:1][NH2:2].N.[Cl:4][C:5]1[N:6]=[N:7][C:8](Cl)=[CH:9][CH:10]=1>O>[Cl:4][C:5]1[N:6]=[N:7][C:8]([NH:1][NH2:2])=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 9321HydrazineHCID 673313,6-Dichloropyridazine

Product 1

HCID 1007873-Chloro-6-hydrazinopyridazineYield 85.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 25% aqueous hydrazine (4.25 1) and 32% ammonia (7.5 1) in water (23.7 1) 3.6-dichloropyridazine (3 kg) was added, while maintaining a gentle stream of nitrogen. The mixture was headed at reflux for 2 hours and, after cooling, the precipitate was collected, washed with water and dried to afford 2.5 kg (85.9%) of 3-chloro-6-hydrazinopyridazine, m.p. 140°-141° C.

Workup

  1. temperaturewhile maintaining a gentle stream of nitrogen
  2. temperatureat reflux for 2 hours
  3. temperatureafter cooling
  4. customthe precipitate was collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-d78426d29913456c972970c65ff5139c
Source dataset
uspto-grants-1992_01
Patent number
US05082939

Reaction notes

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