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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2101996Generated: November 1, 2026

N-bromobutanimide → 4-Bromo-3-chloro-2-nitroaniline

https://huagongshe.com/reaction/2101996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant3-Chloro-2-nitroanilineHCID 101068—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-3-chloro-2-nitroanilineHCID 2659915611.5%

Reaction Steps

3-Chloro-2-nitro aniline (5.0 g, 28.97 mmol) and NBS (5.42 g, 30.42 mmol) were combined in THF (200 mL) and stirred at rt for 15 h. Concentration and purification (SiO2, EtOAc/hexanes) afforded the title compound (0.84 g): 1HNMR (400 MHz, CDCl3) δ 7.46 (d, J=8.9 Hz, 1H), 6.63 (d, J=8.9 Hz, 1H), 4.7 (s, 2H); MS (ESI) m/z 253 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572820B2
Source datasetuspto-grants-2009_08
ORD IDord-17647e2488444674b3b9a20e08ed17ce
Source noteuspto-grants-2009_08