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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732105Generated: October 25, 2026

Benzonitrile, m-chloro- → 3-Chlorobenzamidoxime

https://huagongshe.com/reaction/732105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrile, m-chloro-HCID 13015—
ReactantSodium HydroxideHCID 14798—
ReactantHydroxyamine hydrochlorideHCID 443297—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product3-ChlorobenzamidoximeHCID 279481793%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 3.35 mL (30.0 mmol) 3-chlorobenzonitrile in ethanol (40 mL) was added to a solution of 2.47 g (35.5 mmol) hydroxylamine hydrochloride and 1.42 g (35.5 mmol) NaOH in water (20 mL) at r.t. and then heated at 90° C. for 24 h. After cooling, the reaction mixture was concentrated, the residue diluted with water, followed by filtration and drying to afford 1.13 g (93%) of the title compound. 1H NMR: 8.11 (s, 1H), 7.72 (s, 1H), 7.61 (m, 1H), 7.46 (m, 1H), 7.36 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585881B2
Source datasetuspto-grants-2009_09
ORD IDord-984eed0d5b914057b9a2f2df9a258a65
Source noteuspto-grants-2009_09