Pyridine → HCID 86735641, compound

HRID 2083703Notes

Reaction equation

HRID 2083703 reaction equation
Cl.Cl.[OH:3][CH:4]([CH3:16])[CH2:5][C:6]1[N:7]=[N:8][C:9]([NH:14][NH2:15])=[CH:10][C:11]=1[NH:12][CH3:13].C[O-:18].[Na+].N1[CH:25]=[CH:24]C=CC=1>C(Cl)(=O)C>[OH:3][CH:4]([CH3:16])[CH2:5][C:6]1[N:7]=[N:8][C:9]([NH:14][NH:15][C:24](=[O:18])[CH3:25])=[CH:10][C:11]=1[NH:12][CH3:13]

Participants

5

Reactant 3

HCID 1049PyridineHCID 10942334Sodium MethoxideHCID 86735642HCID 86735642, compound

Product 1

HCID 86735641HCID 86735641, compound

Reagents, catalysts & solvents 1

HCID 6367Acetyl chlorideSolvent

Procedure

To a solution of 27g of 3-(2'-hydroxypropyl)methylamino-6-hydrazinopyridazine dihydrochloride in 200 ml of anhydrous pyridine, 7 ml of acetyl chloride are slowly added dropwise at 0° C. When addition is completed, the reaction mixture is left to stand under stirring for two hours at 0°-5° C and then overnight at 0° C. The pyridine is removed by distillation in the rotating evaporator under vacuum at approximately 10° C and an oily residue is obtained which is treated at 0° C and under stirring with a solution of sodium methylate. The product obtained is dried at 10° C, the residue taken up with isopropyl alcohol, filtered on cellite cake and the filtrate, dried under vacuum, gives 3-(2'-hydroxypropyl) methylamino-6-(2'-acetylhydrazino)pyridazine which, recrystallized from ethyl alcohol, melts at 168° C.

Workup

  1. additionWhen addition
  2. waitthe reaction mixture is left
  3. customovernight
  4. customat 0° C
  5. customThe pyridine is removed by distillation in the rotating evaporator under vacuum at approximately 10° C
  6. customan oily residue is obtained which
  7. additionis treated at 0° C
  8. customThe product obtained
  9. customis dried at 10° C
  10. filtrationfiltered on cellite cake
  11. customthe filtrate, dried under vacuum

Sources & evidence

ORD record
ord-2173f33ec5a9449ea9f488ba77121f64
Source dataset
uspto-grants-1978_04
Patent number
US04086343

Reaction notes

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