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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40716Generated: October 29, 2026

Water → N-(2,6-dichloro-pyridin-3-yl)-4-methoxy-benzamide

https://huagongshe.com/reaction/40716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Anisoyl chlorideHCID 7477—
Reactant2,6-Dichloro-3-pyridylamineHCID 112846—
SolventPyridineHCID 1049—
ProductN-(2,6-dichloro-pyridin-3-yl)-4-methoxy-benzamideHCID 5822015095%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Methoxy-benzoyl chloride (4.15 mL, 30.7 mmol) was added dropwise to a stirred, cooled 0° C. mixture of 2,6-dichloro-pyridin-3-ylamine (5 g, 30.7 mmol) in pyridine (31 mL). Following addition, the reaction mixture was allowed to warm to room temperature and stirring was continued for 30 minutes, at which point the reaction mixture was poured into water causing the formation of a precipitate which was collected by filtration. The collected solids were washed with additional water before drying overnight in vacuo affording N-(2,6-dichloro-pyridin-3-yl)-4-methoxy-benzamide (8.66 g, 29.1 mmol, 95% yield) which was used in subsequent reactions without further purification. ES MS (M+H+)=297.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530483B2
Source datasetuspto-grants-2013_09
ORD IDord-401742739efe4f8dbe8bad0c9f5cf879
Source noteuspto-grants-2013_09