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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006692Generated: October 31, 2026

Thionyl Chloride → 2-Chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1006692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant8-(2,6-Dimethylbenzylamino)-2-hydroxymethyl-3-methylimidazo[1,2-a]pyridineHCID 9882634—
SolventDichloromethaneHCID 6344—
Product2-Chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridineHCID 2267262893.7%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a solution of 8-(2,6-dimethylbenzylamino)-2-hydroxymethyl-3-methylimidazo[1,2-a]pyridine (1.0 g, 3.4 mmol) in methylene chloride (50 ml) was added dropwise thionyl chloride (0.5 g, 3.4 mmol) solved in methylene chloride (10 ml) at 5° C. The reaction mixture was stirred 2 h. at 5° C. To the mixture was washed with a saturated bicarbonate solution, the organic layer was separated, dried (Na2SO4) and evaporated under reduced pressure to give 1.0 g (93%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790960B2
Source datasetuspto-grants-2004_09
ORD IDord-718a79fdc31d402c95626da684e9ab2f
Source noteuspto-grants-2004_09