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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708943Generated: October 25, 2026

N-bromobutanimide → 4-(Hydroxyimino-bromomethyl)-benzonitrile

https://huagongshe.com/reaction/708943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant4-Cyanobenzaldehyde oximeHCID 5214742—
SolventDichloromethaneHCID 6344—
Product4-(Hydroxyimino-bromomethyl)-benzonitrileHCID 86719929—

Reaction Steps

The compound was prepared according to Tanaka et al. Bull. Chem. Soc. Jpn. 1984, 57, 2184. A 0.05M solution of N-bromosuccinimide (724 mg, 4.07 mmol, 1.20 eq) in CH2Cl2 was added dropwise to a 0° C. solution of 4-(hydroxyiminomethyl)-benzonitrile (496 mg, 3.39 mmol, 1.00 eq) in CH2Cl2 (50 mL). The solution was warmed to room temperature before being volumetrically partitioned between two different reaction vials. Each vial was then concentrated and the crude residues were used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09179681B2
Source datasetuspto-grants-2015_11
ORD IDord-312b7c46ea924744ba95f60d5869529c
Source noteuspto-grants-2015_11