Sodium Hydroxide → 2-(6-Chloro-pyridazin-3-yl)-propanenitrile

HRID 1089444Notes

Reaction equation

HRID 1089444 reaction equation
O[C:2]1[N:7]=[N:6][C:5]([CH:8]([CH3:11])[C:9]#[N:10])=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:14])=O.[OH-].[Na+]>>[Cl:14][C:2]1[N:7]=[N:6][C:5]([CH:8]([CH3:11])[C:9]#[N:10])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 178456787HCID 178456787, compound

Product 1

HCID 221593492-(6-Chloro-pyridazin-3-yl)-propanenitrile

Procedure

1.5 g (10 mmol) of 2-(6-hydroxy-pyridazin-3-yl)-propanenitrile are mixed with 5 g of phosphorus oxychloride and the mixture is stirred at 80°-90° C. for 45 minutes. The mixture is poured onto 30 g of ice, adjusted to pH 6 using 2N NaOH and extracted using ether. After removal of the solvent, an oil remains which solidifies on standing. Yield: 1 g (59.7% of theory); m.p.: 65° C. from hexane.

Workup

  1. extractionextracted
  2. customAfter removal of the solvent

Sources & evidence

ORD record
ord-da42d499345749739b256fdb59f6965f
Source dataset
uspto-grants-1990_10
Patent number
US04966902

Reaction notes

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