Sodium Hydroxide → 4-Amino-3-hydrazino pyridazine

HRID 1284326Notes

Reaction equation

HRID 1284326 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[N:4][C:3]=1[NH:9][NH2:10].[OH-].[Na+].[H][H]>CO.[Pd]>[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[N:4][C:3]=1[NH:9][NH2:10]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 2500056-Chloro-3-hydrazinylpyridazin-4-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 215154024-Amino-3-hydrazino pyridazine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

A solution of 4 g of 4-amino-6-chloro-3-hydrazinopyridazine in 240 ml. of methanol and 60 ml. of 0.5 N sodium hydroxide in methanol are charged into a Paar shaker. To this solutionn, 2 g. of 10% palladium on carbon catalyst is added. The Paar shaker is charged at room temperature with hydrogen to an initial pressure of 50 psi and shaken. After about 4 hours, the reaction mixture is filtered, the solvent evaporated, and the residue extracted with chloroform. The chloroform solution is evaporated to dryness, and the 4-amino-3-hydrazino pyridazine obtained is dissolved in methanol. Hydrogen chloride gas is bubbled in, and the 4-amino-3-hydrazinopyridazine dihydrochloride (m.p. 281°-283°C.) which precipitates is separated by filtration.

Workup

  1. filtrationthe reaction mixture is filtered
  2. customthe solvent evaporated
  3. extractionthe residue extracted with chloroform
  4. customThe chloroform solution is evaporated to dryness

Sources & evidence

ORD record
ord-f3e8cc90fb3a4b08a555cf1c9408a0c8
Source dataset
uspto-grants-1976_08
Patent number
US03978057

Reaction notes

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