Thionyl Chloride → 2,3-Bis(chloromethyl)pyridine hydrochloride

HRID 1186041Notes

Reaction equation

HRID 1186041 reaction equation
[ClH:1].O[CH2:3][C:4]1[C:9]([CH2:10]O)=[CH:8][CH:7]=[CH:6][N:5]=1.S(Cl)([Cl:14])=O>>[ClH:14].[Cl:1][CH2:3][C:4]1[C:9]([CH2:10][Cl:14])=[CH:8][CH:7]=[CH:6][N:5]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 17750570(Pyridine-2,3-diyl)dimethanol--hydrogen chloride (1/1)

Product 1

HCID 498578322,3-Bis(chloromethyl)pyridine hydrochloride

Procedure

(2-Hydroxymethyl-pyridin-3-yl)-methanol hydrogen chloride (26.79 g, 122 mmol) was added to thionyl chloride (33.8 mL) at 5° C. under an atmosphere of argon. The resulting mixture was allowed to warm to room temperature with stirred over 16 h. The resulting mixture was then evaporated in vacuo to yield 2,3-bis-chloromethyl-pyridine hydrogen chloride as a white solid.

Workup

  1. customThe resulting mixture was then evaporated in vacuo

Sources & evidence

ORD record
ord-a5a3c547e2a142e897c38c6b89e9bf32
Source dataset
uspto-grants-2014_03
Patent number
US08673890B2

Reaction notes

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