Thionyl Chloride → 2-Chloro-4-(chloromethyl)-6-methoxypyridine hydrochloride
Reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:11]=[C:10]([CH2:12]O)[CH:9]=[C:8]([O:14][CH3:15])[N:7]=1>C1(C)C=CC=CC=1>[ClH:3].[Cl:5][C:6]1[CH:11]=[C:10]([CH2:12][Cl:3])[CH:9]=[C:8]([O:14][CH3:15])[N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Thionyl chloride (1.0 ml) was added to a solution of 2-chloro-4-hydroxymethyl-6-methoxypyridine (0.9 g, 5.2 mmol) in toluene (10 ml) and the mixture stirred at ambient temperature for 1 hour. The volatiles were removed by evaporation, the residue was azeotroped with toluene and dried under vacuum to give 2-chloro-4-chloromethyl-6-methoxypyridine hydrochloride (0.88 g, 74%).
Workup
- customThe volatiles were removed by evaporation
- customthe residue was azeotroped with toluene
- customdried under vacuum
Sources & evidence
- ORD record
- ord-33a8ebf076cd40418d1ca6941d888fda
- Source dataset
- uspto-grants-2002_03
- Patent number
- US06362336B1
Reaction notes
Loading…