HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369588Generated: October 31, 2026
Thionyl Chloride → 2-Chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine
https://huagongshe.com/reaction/1369588
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 8-(2,6-Dimethylbenzylamino)-2-hydroxymethyl-3-methylimidazo[1,2-a]pyridine | HCID 9882634 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine | HCID 22672628 | 93.7% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06579884B1 |
|---|
| Source dataset | uspto-grants-2003_06 |
|---|
| ORD ID | ord-2ef460b228274f558630731853da9172 |
|---|
| Source note | uspto-grants-2003_06 |
|---|