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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208927Generated: November 1, 2026

1,3-Dibromo-5,5-dimethylhydantoin → 5-Bromo-2-methyl-3-nitrobenzoic acid

https://huagongshe.com/reaction/2208927

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dibromo-5,5-dimethylhydantoinHCID 6479—
Reactant2-Methyl-3-nitrobenzoic acidHCID 16096—
SolventSulfuric AcidHCID 1118—
Product5-Bromo-2-methyl-3-nitrobenzoic acidHCID 13770008181.6%

Reaction Steps

To stirred solution of 2-methyl-3-nitrobenzoic acid (50.0 g, 276 mmol) in conc. H2SO4 (200 mL) was added 1,3-dibromo-5,5-dimethyl-2,4-imidazolidinedione (43.4 g, 151.8 mmol) portion-wise at room temperature and the reaction mixture was stirred at room temperature for 5 h. On completion, the reaction mixture was poured on ice cold water, the resulting precipitate was filtered, washed with water, and dried under vacuum giving desired crude title compound (71.7 g, 99.9%) which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376422B2
Source datasetuspto-grants-2016_06
ORD IDord-e21e1de72acd4e37a4aeba2a34379242
Source noteuspto-grants-2016_06