Ammonium Hydroxide → HCID 21387664, compound

HRID 1833835Notes

Reaction equation

HRID 1833835 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])=[CH:6][CH:7]=1.[OH-].[NH4+].[H][H]>C(O)C.[Pd]>[CH3:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH2:8][C:5]1[N:4]=[N:3][CH:2]=[CH:7][CH:6]=1

Participants

6

Reactant 3

HCID 14923Ammonium HydroxideHCID 6404653HCID 6404653, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21387664HCID 21387664, compoundYield 90.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-chloro-6-(2-methylbenzyl)pyridazine (34 g.) in ethanol (370 ml.) containing aqueous ammonium hydroxide solution (s.g. 0.880; 38 ml.) was treated with hydrogen in the presence of palladium on charcoal (5% Pd) at ambient temperature and normal atmospheric pressure for 1.5 hours. After filtration, the filtrate was evaporated to dryness and the residue extracted with chloroform (3 × 100 ml.). The chloroform solution was washed with water, dried over magnesium sulphate and evaporated to dryness. The light brown solid thus obtained was triturated with n-hexane to give 3-(2-methylbenzyl)pyridazine (26 g.), m.p. 88°-89° C.

Workup

  1. filtrationAfter filtration
  2. customthe filtrate was evaporated to dryness
  3. extractionthe residue extracted with chloroform (3 × 100 ml.)
  4. washThe chloroform solution was washed with water
  5. dry with materialdried over magnesium sulphate
  6. customevaporated to dryness
  7. customThe light brown solid thus obtained
  8. customwas triturated with n-hexane

Sources & evidence

ORD record
ord-d60d6bb80c4f44e4b563e43c3735fcf1
Source dataset
uspto-grants-1978_01
Patent number
US04067723

Reaction notes

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