Thionyl Chloride → 2-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine

HRID 974082Notes

Reaction equation

[CH3:1][C:2]1[C:3]([CH2:11]O)=[N:4][CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9].S(Cl)([Cl:15])=O>>[CH3:1][C:2]1[C:3]([CH2:11][Cl:15])=[N:4][CH:5]=[C:6]([CH3:10])[C:7]=1[O:8][CH3:9]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 7378233,5-Dimethyl-2-hydroxymethyl-4-methoxy-pyridine

Product 1

HCID 8199922-(Chloromethyl)-4-methoxy-3,5-dimethylpyridine

Procedure

If desired, the 3,5-dimethyl-4-methoxy-2-hydroxymethylpyridine prepared in this way is then reacted with thionyl chloride to give 3,5-dimethyl-4-methoxy-2-chloromethylpyridine.

Sources & evidence

ORD record: ord-54d9ff925b5d4ad08769917852d8dbc5
Source dataset: uspto-grants-1991_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05066810

Reaction notes

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