HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33534Generated: October 29, 2026
Dimethylformamide → 3-(Chloromethyl)-5-(4-chlorophenyl)pyridine
https://huagongshe.com/reaction/33534
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (5-(4-Chlorophenyl)pyridin-3-yl)methanol | HCID 24729853 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Chloromethyl)-5-(4-chlorophenyl)pyridine | HCID 69106423 | — |
Reaction Steps
543 mg (0.333 ml, 4.56 mmol) thionyl chloride were added drop by drop at 0° C. to a solution of 0.2 ml N,N-dimethylformamide (DMF) and 500 mg (2.28 mmol) [5-(4-Chloro-phenyl)-pyridin-3-yl]-methanol in 30 ml dichloromethane and stirred for 2 h at 0° C. The mixture was poured on ice/sodium bicarbonate solution and the organic phase separated. The water phase is extracted with dichloromethane. The combined organic phases were washed with water, dried (sodium sulphate), evaporated and the obtained material (444 mg, 75%) used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07429605B2 |
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| Source dataset | uspto-grants-2008_09 |
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| ORD ID | ord-762e26e932fc4ce8b68c83898c1bd9b2 |
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| Source note | uspto-grants-2008_09 |
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