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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 584298Generated: October 30, 2026

1,3-Dibromo-5,5-dimethylhydantoin → 2-Bromo-1-ethyl-4-nitrobenzene

https://huagongshe.com/reaction/584298

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dibromo-5,5-dimethylhydantoinHCID 6479—
Reactant4-EthylnitrobenzeneHCID 7480—
ReactantSodium DithioniteHCID 24489—
ReactantTrifluoromethanesulfonic acidHCID 62406—
SolventDichloromethaneHCID 6344—
Product2-Bromo-1-ethyl-4-nitrobenzeneHCID 22345594132.3%

Reaction Steps

25 g (165 mmol) of 4-ethylnitrobenzene are placed in 200 ml of dichloromethane in a round-bottomed flask and under a stream of nitrogen. 20 ml (230 mmol) of trifluoromethanesulfonic acid and 33 g (115 mmol) of 1,3-dibromo-5,5-dimethylhydantoin are added and the reaction medium is stirred for 2 hours at room temperature. Saturated aqueous sodium hydrosulfite solution is then added. The phases are separated and the organic phase is neutralized with aqueous 2M sodium carbonate solution and then washed with water. It is then dried over magnesium sulfate, filtered and evaporated. 35 g (92%) of the expected product are obtained in the form of a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06924400B2
Source datasetuspto-grants-2005_08
ORD IDord-2b59274e14724a06ae02d22b74338c58
Source noteuspto-grants-2005_08