Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2,3-Difluoro-6-nitroaniline | HCID 2737028 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-2,3-difluoro-6-nitroaniline | HCID 21911970 | 73.6% |
Reaction Steps
To a solution of 3.00 g of 2,3-difluoro-6-nitroaniline in 30 ml of dimethylformamide, 6.14 g of N-bromosuccinimide was added, followed by an hour's stirring at 90° C. Water was added to the reaction liquid which then was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried on anhydrous magnesium sulfate and the solvent was distilled off. The residue was separated and purified on silica gel column chromatography (ethyl acetate/hexane=1/6) to provide 3.21 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07125877B2 |
|---|
| Source dataset | uspto-grants-2006_10 |
|---|
| ORD ID | ord-d29a8d73498f49718b3ea887a037f176 |
|---|
| Source note | uspto-grants-2006_10 |
|---|