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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975946Generated: November 1, 2026

1,3-Dibromo-5,5-dimethylhydantoin → 4-Pyridinamine,3-bromo-N-methyl-(9CI)

https://huagongshe.com/reaction/1975946

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Dibromo-5,5-dimethylhydantoinHCID 6479—
Reactant4-(Methylamino)pyridineHCID 123098—
SolventTetrahydrofuranHCID 8028—
Product4-Pyridinamine,3-bromo-N-methyl-(9CI)HCID 13098201112.4%

Reaction Steps

To a solution of 10.6 g (98 mmol) 4-(N-methylamino)-pyridine in 200 ml tetrahydrofuran was added dropwise a solution of 14.0 g (49 mmol) 1,3-dibromo-5,5-dimethylhydantoin in 50 ml tetrahydrofuran at room temperature within 1.5 h. The solvent was removed and the residue was re-dissolved in ethyl acetate. The organic phase was washed four times with saturated sodium carbonate solution, dried (sodium sulfate) and evaporated. The residue was purified by flash chromatography to give 10.3 g (56%) of the title compound as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225316B1
Source datasetuspto-grants-2001_05
ORD IDord-89fe98bd4d8f4af48daafe991e54740f
Source noteuspto-grants-2001_05