Thionyl Chloride → 3-(1-Chloroethyl)pyridazine

HRID 473005Notes

Reaction equation

HRID 473005 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7](O)[CH3:8])[N:2]=1.S(Cl)([Cl:12])=O>C(Cl)Cl>[Cl:12][CH:7]([C:3]1[N:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH3:8]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 151975111-(Pyridazin-3-yl)ethan-1-ol

Product 1

HCID 581980363-(1-Chloroethyl)pyridazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(pyridazin-3-yl)ethanol (3) (50 mg, 0.40 mmol) in DCM (1 mL), there was added sulfurous dichloride (0.2 mL). The resulting solution was stirred at room temperature for 3 hrs. Solvent was removed to give 3-(1-chloroethyl)pyridazine (4), which was used for the next step without purification.

Workup

  1. customSolvent was removed

Sources & evidence

ORD record
ord-63f3345037014146b110c61e3dc454b7
Source dataset
uspto-grants-2014_01
Patent number
US08633212B2

Reaction notes

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