Hydrazinecarboxaldehyde → 6-(p-Bromophenyl)-1,2,4-triazolo[4,3-b]pyridazine

HRID 1763573

Reaction equation

HRID 1763573 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[N:10][C:11](Cl)=[CH:12][CH:13]=2)=[CH:4][CH:3]=1.[CH:15]([NH:17][NH2:18])=O>C(O)CCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]3[N:10]([CH:15]=[N:17][N:18]=3)[N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 12229HydrazinecarboxaldehydeHCID 64052553-(4-Bromophenyl)-6-chloropyridazine

Product 1

HCID 227689336-(p-Bromophenyl)-1,2,4-triazolo[4,3-b]pyridazine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 3.76 g. of 3-(p-bromophenyl)-6-chloropyridazine, 1.80 g of formylhydrazine and 50 ml. of butyl alcohol is heated to reflux and allowed to reflux overnight. The reaction mixture is allowed to cool and the precipitated product is washed with water, air dried and recrystallized from methyl alcohol, m.p. 209°-211° C.

Workup

  1. additionA mixture of 3.76 g
  2. temperatureto reflux
  3. temperatureto reflux overnight
  4. temperatureto cool
  5. washthe precipitated product is washed with water, air
  6. customdried
  7. customrecrystallized from methyl alcohol, m.p. 209°-211° C.

Sources & evidence

ORD record
ord-7345b9a48ba94d359060d8520e61b17e
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Linked notes

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