HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176448Generated: November 1, 2026
Chlorosuccinimide → 4-Bromo-2-chloro-5-(trifluoromethoxy)benzenamine
https://huagongshe.com/reaction/2176448
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 4-Bromo-3-(trifluoromethoxy)aniline | HCID 14129198 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Bromo-2-chloro-5-(trifluoromethoxy)benzenamine | HCID 67495958 | 64% |
Reaction Steps
To a mixture of 4-bromo-3-trifluoromethoxy-phenylamine (2.0 g, 7.8 mmol) in ACN (60 mL) was slowly added a solution of N-chlorosuccinimide (1.0 g, 7.8 mmol) in ACN (40 mL). The reaction mixture was heated at 60° C. overnight and extracted with ethyl acetate/water. The organic layer was dried over sodium sulfate and purified by flash chromatography (40 g column, 100% hexanes to 10% EtOAc:hexanes) to produce the desired product as an orange-ish-colored oil (1.4 g, 64% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09066944B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-ab44db31c03644eebb2fac6f59a27a5d |
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| Source note | uspto-grants-2015_06 |
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