HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dibromo-5,5-dimethylhydantoin → 2-Bromo-1-ethyl-4-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dibromo-5,5-dimethylhydantoin | HCID 6479 | — |
| Reactant | 4-Ethylnitrobenzene | HCID 7480 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Bromo-1-ethyl-4-nitrobenzene | HCID 22345594 | 132.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06924400B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-2b59274e14724a06ae02d22b74338c58 |
| Source note | uspto-grants-2005_08 |