Ammonia → 3-Amino-6-(3-trifluoromethylphenyl)pyridazine

HRID 1589466Notes

Reaction equation

HRID 1589466 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[CH:6][CH:7]=1.[NH3:18]>>[NH2:18][C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 222Ammonia2×HCID 124495523-Chloro-6-[3-(trifluoromethyl)phenyl]pyridazine

Product 1

HCID 135653673-Amino-6-(3-trifluoromethylphenyl)pyridazine

Conditions

Temperature
200 °C

Procedure

A 12.5 g sample of 3-chloro-6-[3-(trifluoromethyl)phenyl]pyridazine was placed in a steel cylinder with liquid ammonia and the sealed cylinder (bomb) was heated at 200° C. The chilled cylinder was opened and the ammonia allowed to evaporate. The solid residue was heated and stirred with chloroform, then filtered. The filtrate was concentrated and the residue recrystallized, first from chloroform-hexane, then twice from chloroform to give 1.8 g of 3-amino-6-[3-(trifluoromethyl)phenyl]pyridazine as white crystals, mp 143°-145° C.

Workup

  1. customto evaporate
  2. temperatureThe solid residue was heated
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. customthe residue recrystallized, first from chloroform-hexane

Sources & evidence

ORD record
ord-249344310eed46bab2a8f1c73e2d6122
Source dataset
uspto-grants-1986_02
Patent number
US04569934

Reaction notes

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