HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33542Generated: October 29, 2026
Dimethylformamide → 3-(Chloromethyl)-5-(3-chlorophenyl)pyridine
https://huagongshe.com/reaction/33542
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (5-(3-Chlorophenyl)pyridin-3-yl)methanol | HCID 24729846 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(Chloromethyl)-5-(3-chlorophenyl)pyridine | HCID 69106407 | — |
Reaction Steps
271 mg (0.165 ml, 2.28 mmol) thionyl chloride were added drop by drop at 0° C. to a solution of 0.2 ml N,N-dimethylformamide (DMF) and 250 mg (1.14 mmol) [5-(3-Chloro-phenyl)-pyridin-3-yl]-methanol in 20 ml dichloromethane and stirred for 3 h at 0° C. The mixture was poured on ice/sodium bicarbonate solution and the organic phase separated. The water phase was extracted with dichloromethane. The combined organic phases were washed with water, dried (sodium sulphate), evaporated and the obtained material (248 mg, 84%) 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-c4d58a1f9f3141559d0f09867fd52fcd |
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| Source note | uspto-grants-2008_09 |
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