Hydrazinecarboxaldehyde → 6-Phenyl[1,2,4]triazolo[4,3-b]pyridazine

HRID 904127Notes

Reaction equation

HRID 904127 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:7]=1.[CH:14]([NH:16][NH2:17])=O>C(O)CCC>[C:8]1([C:5]2[CH:6]=[CH:7][C:2]3[N:3]([CH:14]=[N:16][N:17]=3)[N:4]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 12229HydrazinecarboxaldehydeHCID 885153-Chloro-6-phenylpyridazine

Product 1

HCID 127268136-Phenyl[1,2,4]triazolo[4,3-b]pyridazine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A 10 g. portion of 3-chloro-6-phenylpyridazine (Chem. Abs., 44, 5616i), 6.6 g. of formylhydrazine and 100 ml. of n-butanol are refluxed for 48 hours. The reaction mixture is cooled in an ice bath. The resulting solid is filtered, washed with petroleum ether and water and air dried giving 6-phenyl-1,2,4-triazolo[4,3-b]pyridazine as tan crystals, m.p. 138°-139° C.

Workup

  1. temperatureThe reaction mixture is cooled in an ice bath
  2. filtrationThe resulting solid is filtered
  3. washwashed with petroleum ether and water and air
  4. customdried

Sources & evidence

ORD record
ord-56247874ef1f48d3821bfb9fed27d10a
Source dataset
uspto-grants-1980_10
Patent number
US04230705

Reaction notes

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