Thionyl Chloride → 6-(Chloromethyl)imidazo[1,2-a]pyridine hydrochloride

HRID 1440236Notes

Reaction equation

HRID 1440236 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[C:8]([CH2:10]O)[CH:7]=[CH:6][C:5]=12.S(Cl)([Cl:14])=O>C(Cl)(Cl)Cl>[ClH:14].[Cl:14][CH2:10][C:8]1[CH:7]=[CH:6][C:5]2[N:4]([CH:3]=[CH:2][N:1]=2)[CH:9]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 7060530Imidazo[1,2-a]pyridin-6-ylmethanol

Product 1

HCID 199734566-(Chloromethyl)imidazo[1,2-a]pyridine hydrochloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

11.23 g of the (imidazo[1,2-a]pyridin-6-yl)methanol prepared in the Preparative Example 6 was dissolved in 170 ml of chloroform, followed by the dropwise addition of 11.1 ml of thionyl chloride at room temperature under stirring. After one hour, the solvent was distilled off. Thus, crude 6-chloromethylimidazo[1,2-a]pyridine hydrochloride was obtained as a light-brown powder.

Workup

  1. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-5a4a4810e90644b4a37cf459ca67c26b
Source dataset
uspto-grants-1996_03
Patent number
US05498634

Reaction notes

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