Butyrohydrazide → HCID 12726816, compound

HRID 904129Notes

Reaction equation

HRID 904129 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:19][NH2:20])(=O)[CH2:15][CH2:16][CH3:17]>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:20][N:19]=1)[CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 77079ButyrohydrazideHCID 885153-Chloro-6-phenylpyridazine

Product 1

HCID 12726816HCID 12726816, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 10 g. of 3-chloro-6-phenylpyridazine, 11.2 g. of butyric acid hydrazide and 100 ml. of n-butanol is heated at reflux for 40 hours. The solution is cooled and the precipitate is filtered and washed with petroleum ether and water. The filtrate is concentrated to an oil which forms a precipitate upon the addition of petroleum ether. The precipitate is collected and washed with petroleum ether and water. The solids are combined and recrystallized from 30 ml. of ethanol giving 3-n-propyl-6-phenyl-1,2,4-triazolo[4,3-b]pyridazine as crystals, m.p. 123°-125° C.

Workup

  1. additionA mixture of 10 g
  2. temperatureat reflux for 40 hours
  3. temperatureThe solution is cooled
  4. filtrationthe precipitate is filtered
  5. washwashed with petroleum ether and water
  6. concentrationThe filtrate is concentrated to an oil which
  7. additionupon the addition of petroleum ether
  8. customThe precipitate is collected
  9. washwashed with petroleum ether and water
  10. customrecrystallized from 30 ml

Sources & evidence

ORD record
ord-1b62d2a5c7be4497819a40fea740c8ac
Source dataset
uspto-grants-1980_10
Patent number
US04230705

Reaction notes

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