HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromo-5,5-dimethylhydantoin → 4-Pyridinamine,3-bromo-N-methyl-(9CI)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromo-5,5-dimethylhydantoin | HCID 6479 | — |
| Reactant | 4-(Methylamino)pyridine | HCID 123098 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Pyridinamine,3-bromo-N-methyl-(9CI) | HCID 13098201 | 112.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06225316B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-89fe98bd4d8f4af48daafe991e54740f |
| Source note | uspto-grants-2001_05 |