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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475276Generated: October 29, 2026

N-bromobutanimide → 4-Bromo-5-chloro-2-nitroaniline

https://huagongshe.com/reaction/475276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant5-Chloro-2-nitroanilineHCID 74218—
SolventAcetic AcidHCID 176—
Product4-Bromo-5-chloro-2-nitroanilineHCID 2184699946.8%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 5-chloro-2-nitrobenzenamine (6.0 g, 34.9 mmol) and NBS (6.06 g, 34.0 mmol) in HOAc (240 mL) was heated at 110° C. for 1 h. The solution was cooled to RT and the reaction mixture was poured into an ice-water (800 mL). The resulting solid was filtered, washed with water (50 mL×3), and dry under vacuum to afford 4.0 g (44%) of 4-bromo-5-chloro-2-nitrobenzenamine (246) as yellow solid: MS (ESI) m/z=250.9 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637537B2
Source datasetuspto-grants-2014_01
ORD IDord-966e0e56f6a341f3874b04425deb24ba
Source noteuspto-grants-2014_01