Hydrazinecarboxaldehyde → HCID 12726824, compound

HRID 1764646Notes

Reaction equation

HRID 1764646 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1.[CH:15]([NH:17][NH2:18])=O>C(O)CCC>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]3[N:3]([CH:15]=[N:17][N:18]=3)[N:4]=2)=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 12229HydrazinecarboxaldehydeHCID 122575023-Chloro-6-(4-chlorophenyl)pyridazine

Product 1

HCID 12726824HCID 12726824, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 9.0 g. of 3-chloro-6-(p-chlorophenyl)pyridazine (prepared as in Example 12), 5.1 g. of formylhydrazine and 60 ml. of butyl alcohol is heated at reflux temperature for 40 hours. The reaction mixture is cooled, filtered and the solid washed with petroleum ether and with water. The material is then heated with 125 ml. of ethanol and the insoluble material is collected by filtration. The filtrate is cooled and the precipitate is collected and combined with the insoluble material collected above. The combined solids are recrystallized from 130 ml. of ethyl alcohol to provide the product of the example as crystals, m.p. 216°-218° C.

Workup

  1. additionA mixture of 9.0 g
  2. temperatureat reflux temperature for 40 hours
  3. temperatureThe reaction mixture is cooled
  4. filtrationfiltered
  5. washthe solid washed with petroleum ether and with water
  6. temperatureThe material is then heated with 125 ml
  7. filtrationof ethanol and the insoluble material is collected by filtration
  8. temperatureThe filtrate is cooled
  9. customthe precipitate is collected
  10. customcollected above
  11. customThe combined solids are recrystallized from 130 ml
  12. customof ethyl alcohol to provide the product of the example as crystals, m.p. 216°-218° C.

Sources & evidence

ORD record
ord-a8b7f17167584974bd34606a31047746
Source dataset
uspto-grants-1978_09
Patent number
US04117130

Reaction notes

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