Thionyl Chloride → 3-Chloro-6-(chloromethyl)pyridazine

HRID 242153Notes

Reaction equation

HRID 242153 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([CH2:8]O)=[CH:4][CH:3]=1.S(Cl)([Cl:12])=O>ClCCl>[Cl:1][C:2]1[N:7]=[N:6][C:5]([CH2:8][Cl:12])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20557609(6-Chloropyridazin-3-yl)methanol

Product 1

HCID 224986393-Chloro-6-(chloromethyl)pyridazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

At 0° C., 200 mg (1.38 mmol) of the compound from example 10A and 198 mg (1.66 mmol) of thionyl chloride are initially charged in 1.5 ml of dichloromethane and, after warming to RT, stirred at this temperature for 24 h. The solvent is removed on a rotary evaporator and the product that remains is directly reacted further.

Workup

  1. customThe solvent is removed on a rotary evaporator
  2. customthe product that remains is directly reacted further

Sources & evidence

ORD record
ord-8b35af9988984d4588c8e0fda87ab1d5
Source dataset
uspto-grants-2014_02
Patent number
US08653109B2

Reaction notes

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