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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242220Generated: November 1, 2026

Triethylamine → 6-Chloro-N-hydroxy-nicotinamidine

https://huagongshe.com/reaction/2242220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
SolventEthanolHCID 702—
Product6-Chloro-N-hydroxy-nicotinamidineHCID 33678499—

Reaction Conditions

Temperature75 °C

Reaction Steps

Triethylamine (68 mL, 498 mmol) was added to a solution of 6-chloronicotinonitrile (30.0 g, 217 mmol), hydroxylamine hydrochloride (33.0 g, 476 mmol) and ethanol (325 mL) and stirred for 12 hours at 75° C. The reaction mixture was cooled to room temperature, quenched with H2O (400 mL) and the partially concentrated in vacuo. The resulting slurry was filtered and dried to provide the title compound as a crude white solid (37.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671043B2
Source datasetuspto-grants-2010_03
ORD IDord-5e0e4a748aac4a9d903a8ace7258a9aa
Source noteuspto-grants-2010_03