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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399941Generated: November 3, 2026

N-bromobutanimide → 2-Amino-5-bromobenzonitrile

https://huagongshe.com/reaction/1399941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant2-AminobenzonitrileHCID 72913—
SolventDichloromethaneHCID 6344—
Product2-Amino-5-bromobenzonitrileHCID 42974087%

Reaction Conditions

Temperature0 °C

Reaction Steps

2-Aminobenzonitrile (5.0 g, 42.3 mmol) was taken into dichloromethane (60 mL). NBS (7.54 g, 42.3 mmol) was added and stirred at 0° C. for 3 h. The reaction mixture was diluted with dichloromethane and washed with brine, dried over MgSO4. The crude product was purified by column chromatography (hexane/ethyl acetate=10/1) to afford the titled compound (7.20 g, 87%). 1H NMR (400 MHz, DMSO-d6): δ 6.22 (s, 2H), 6.75 (d, J=9.2 Hz, 1H), 7.42 (dd, J=8.8 Hz, 2.4 Hz, 1H), 7.58 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906909B2
Source datasetuspto-grants-2014_12
ORD IDord-e7d3be87962747a48147fec606889298
Source noteuspto-grants-2014_12