HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975470Generated: October 26, 2026
Water → 2-(2-Methylpyridin-3-yl)acetonitrile
https://huagongshe.com/reaction/1975470
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 3-(Chloromethyl)-2-methylpyridine | HCID 12243711 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-(2-Methylpyridin-3-yl)acetonitrile | HCID 19099286 | 88.5% |
Reaction Steps
The mixture of 3-chloromethyl-2-methylpyridine (9.2 g) and sodium cyanide (9.55 g) in dimethyl sulfoxide (80 ml) was stirred for 30 minutes at 80° C. The reaction mixture was poured into a mixture of water (200 ml) and ethyl acetate (1 l). Organic layer was separated, washed with brine and dried over magnesium sulfate. Concentration of the solvent gave a residue, which was chromatographed on silica gel (300 ml) eluting with a mixture of hexane and ethyl acetate (1:4, V/V) to give 3-cyanomethyl-2-methylpyridine (7.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05286721 |
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| Source dataset | uspto-grants-1994_02 |
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| ORD ID | ord-3e079fd07c8f4cf88dcd47c3657d7347 |
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| Source note | uspto-grants-1994_02 |
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