Hydrazine → 3-(3-Chlorophenyl)-6-hydrazinylpyridazine

HRID 2164251Notes

Reaction equation

HRID 2164251 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)=[CH:6][CH:7]=1.[NH2:15][NH2:16]>>[NH:15]([C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([Cl:14])[CH:9]=2)=[CH:6][CH:7]=1)[NH2:16]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 127268113-Chloro-6-(3-chlorophenyl)pyridazine

Product 1

HCID 133889093-(3-Chlorophenyl)-6-hydrazinylpyridazine

Procedure

A slurry of 3-chloro-6-(meta-chlorophenyl)pyridazine (10.25 g.) in anhydrous hydrazine (36 ml) was heated at 82° C. for 3 hours. Upon cooling a solid separated. The solid was isolated by filtration and recrystallized from ethanol to give 3-hydrazino-6-(meta-chlorophenyl)pyridazine, m.p. 173°-174°. When 3-hydrazino-6-(meta-chlorophenyl)-pyridazine was reacted with acrylonitrile using the same procedure described in Example 1, 1-[6'-(meta-chlorophenyl)-pyridazin-3'-yl]-3-aminopyrazol-2-ene was obtained, m.p. 196°-197° C.

Workup

  1. temperatureUpon cooling a solid
  2. customseparated
  3. customThe solid was isolated by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b81b8e382feb4ca7b95081af34675fc5
Source dataset
uspto-grants-1985_03
Patent number
US04503056

Reaction notes

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