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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427168Generated: November 4, 2026

1,3-Dibromo-5,5-dimethylhydantoin → 2-Bromomethylnaphthalene

https://huagongshe.com/reaction/1427168

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dibromo-5,5-dimethylhydantoinHCID 6479—
Reactant2-MethylnaphthaleneHCID 7055—
SolventEthyl AcetateHCID 8857—
Product2-BromomethylnaphthaleneHCID 7032091.9%

Reaction Conditions

Temperature40 °C

Reaction Steps

Under nitrogen gas flow, 600 g of 2-methylnaphthalene was dissolved into 6,000 ml of ethyl acetate, the mixture was then added with 422 g of 1,3-dibromo-5,5-dimethylhydantoin, and heated to 40° C. The mixture was added with 7.4 g of V-65 from Wako Pure Chemical Industries, Ltd., and allowed to react at 40° C. for 7 hours. Thereafter, the reaction liquid was allowed to react at 65° C. for 3 hours, and then cooled. The reaction liquid was successively washed with aqueous sodium hydrogen carbonate solution and distilled water, and then concentrated. The concentrate was added with 3,600 ml of isopropanol, stirred for 30 minutes, added with 900 ml of distilled water, and further stirred for 30 minutes. Precipitated solid was collected by filtration, added with 1,800 ml of isopropanol, the mixture was stirred for 30 minutes, added with 450 ml of distilled water, and further stirred for 30 minutes. The resultant solid was collected by filtration, and dried, to thereby obtain 300 g of 2-bromomethylnaphthalene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933144B2
Source datasetuspto-grants-2015_01
ORD IDord-85fd36d850de4b3d98cce8ff0a786a05
Source noteuspto-grants-2015_01