Thionyl Chloride → 6-Chloro-3-chloromethyl-4-methoxypyridazine
Reaction equation
O=S(Cl)[Cl:3].[Cl:5][C:6]1[N:11]=[N:10][C:9]([CH2:12]O)=[C:8]([O:14][CH3:15])[CH:7]=1>C(Cl)Cl>[Cl:5][C:6]1[N:11]=[N:10][C:9]([CH2:12][Cl:3])=[C:8]([O:14][CH3:15])[CH:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Excess SOCl2 is added to a stirred solution of (6-chloro-4-methoxy-pyridazin-3-yl)-methanol (140 mg, 0.8 mmol) in CH2Cl2 (4 mL). The reaction mixture is stirred at room temperature for 4 hours. The solvent is removed in vacuo; toluene (4 mL) is added and evaporated to dryness. Flash column chromatography (silica gel) purification of the residue provides 6-chloro-3-chloromethyl-4-methoxy-pyridazine as a clear oil.
Workup
- customThe solvent is removed in vacuo
- additiontoluene (4 mL) is added
- customevaporated to dryness
- customFlash column chromatography (silica gel) purification of the residue
Sources & evidence
- ORD record
- ord-7dc2075a0418446cb3fd2714965154c1
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07122546B2
Reaction notes
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