1-Butanol → HCID 20310361, compound

HRID 1763597Notes

Reaction equation

HRID 1763597 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[CH:10]=2)=[CH:6][C:7]=1[CH3:8].C(O)CCC.[CH:21]([NH:23][NH2:24])=O.[Si]([O-])([O-])([O-])[O-].[Mg+2].[Mg+2]>C(Cl)Cl>[Cl:15][C:11]1[CH:10]=[C:9]([C:5]2[CH:6]=[C:7]([CH3:8])[C:2]3[N:3]([CH:21]=[N:23][N:24]=3)[N:4]=2)[CH:14]=[CH:13][CH:12]=1

Participants

6

Reactant 4

HCID 2631-ButanolHCID 12229HydrazinecarboxaldehydeHCID 66225Magnesium orthosilicateHCID 144502203-Chloro-6-(3-chlorophenyl)-4-methylpyridazine

Product 1

HCID 20310361HCID 20310361, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.0 g. of 3-chloro-6-(m-chlorophenyl)-4-methylpyridazine, 50 ml. of n-butanol and 1.08 g. of formylhydrazine is refluxed for 18 hrs. The mixture is concentrated to dryness under vacuum and the residue dissolved in methylene chloride. The solution is passed through a short column of hydrous magnesium silicate. The eluent is refluxed while hexane is added gradually until crystals separated. Cooling and filtering gives 1.20 g. of crystals, m.p. 173°-176° C. The crystals in methylene chloride are passed through a short column of hydrous magnesium silicate and the eluent concentrated with the addition of hexane to give 0.83 g. of crystals, m.p. 181°-182° C.

Workup

  1. additionA mixture of 2.0 g
  2. concentrationThe mixture is concentrated to dryness under vacuum
  3. dissolutionthe residue dissolved in methylene chloride
  4. temperatureThe eluent is refluxed while hexane
  5. additionis added gradually until crystals
  6. customseparated
  7. temperatureCooling
  8. filtrationfiltering
  9. customgives 1.20 g
  10. concentrationthe eluent concentrated with the addition of hexane
  11. customto give 0.83 g

Sources & evidence

ORD record
ord-83b7fa1aa7fb465981b30e85284de977
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Reaction notes

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