Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-Bromo-5-chloro-2-nitroaniline | HCID 21846999 | 96.5% |
Reaction Steps
A mixture of 5-chloro-2-nitroaniline (6.0 g, 34.88 mmol) and NBS (6.06 g, 34.0 mmol) in HOAc (240 mL) was stirred at 130° C. for 1 h. The reaction mixture was poured into water. The precipitate was collected by filtration and washed with petroleum ether to give 4-bromo-5-chloro-2-nitroaniline as a light brown solid (8.25 g, 96.5%). 1H NMR (300 MHz, DMSO-d6) δ 8.24 (s, 1H), 7.62 (br s, 2H), 7.29 (s, 1H). LCMS (ESI) m/z 251 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952058B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-f7da9f0778cd4107b7c56dec5cb925b8 |
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| Source note | uspto-grants-2015_02 |
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