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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910699Generated: November 1, 2026

Acetic Anhydride → 3-(4-Chloro-pyridin-2-yl)-thiophene-2-carbonitrile

https://huagongshe.com/reaction/910699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant3-(4-Chloro-pyridin-2-yl)-thiophene-2-carbaldehydeHCID 86628636—
SolventPyridineHCID 1049—
Product3-(4-Chloro-pyridin-2-yl)-thiophene-2-carbonitrileHCID 67387992—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-(4-chloro-pyridin-2-yl)-thiophene-2-carbaldehyde (103 mg, 0.46 mmol) and hydroxylamine hydrochloride (70 mg, 1 mmol) in pyridine (1 mL) was heated at 80° C. for 30 minutes. Acetic anhydride (0.8 mL) was added and the resulting mixture was heated at the temperature for another 3 hours. Ice water was added, the water solution was extracted with EtOAc and organic layer was concentrated. The resulting residue was purified by silica gel column to yield 3-(4-chloro-pyridin-2-yl)-thiophene-2-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022209B2
Source datasetuspto-grants-2011_09
ORD IDord-74df5ebe0730433ca740f81e9db82d15
Source noteuspto-grants-2011_09