Propionylhydrazine → HCID 12726815, compound

HRID 904130Notes

Reaction equation

HRID 904130 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.[C:14]([NH:18][NH2:19])(=O)[CH2:15][CH3:16]>C(O)CCC>[CH2:15]([C:14]1[N:3]2[N:4]=[C:5]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:6]=[CH:7][C:2]2=[N:19][N:18]=1)[CH3:16]

Participants

4

Reactant 2

HCID 79890PropionylhydrazineHCID 885153-Chloro-6-phenylpyridazine

Product 1

HCID 12726815HCID 12726815, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 7.6 g. of 3-chloro-6-phenylpyridazine, 7.4 g. of propionic acid hydrazide and 60 ml of n-butanol is stirred at reflux temperature for 48 hours. The solution is cooled in a chilled room, concentrated to remove the solvent and triturated with water giving crystals. The mixture is filtered, washed with petroleum ether and water and dried. The product is recrystallized from 20 ml. of ethanol giving 3-ethyl-6-phenyl-1,2,4-triazolo[4,3-b]pyridazine, m.p. 133°-135° C.

Workup

  1. additionA mixture of 7.6 g
  2. temperatureat reflux temperature for 48 hours
  3. temperatureThe solution is cooled in a chilled room
  4. concentrationconcentrated
  5. customto remove the solvent
  6. customtriturated with water giving crystals
  7. filtrationThe mixture is filtered
  8. washwashed with petroleum ether and water
  9. customdried
  10. customThe product is recrystallized from 20 ml

Sources & evidence

ORD record
ord-1abeaf05297e451aaa885704f67eaf16
Source dataset
uspto-grants-1980_10
Patent number
US04230705

Reaction notes

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