HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887788Generated: November 1, 2026
Chlorosuccinimide → Methyl 3-amino-6-bromo-5-chloro-2-methylbenzoate
https://huagongshe.com/reaction/887788
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Methyl 3-amino-6-bromo-2-methylbenzoate | HCID 59145915 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-amino-6-bromo-5-chloro-2-methylbenzoate | HCID 59145910 | 96% |
Reaction Steps
To a solution of methyl 3-amino-6-bromo-2-methylbenzoate (960 mg, 3.93 mmol) in acetonitrile (40 mL) was added N-chlorosuccinimide (525 mg, 3.93 mmol) under ice-cooling, and the mixture was stirred at 60° C. for 15 hr. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=0/100→30/70) to give the title compound (1.05 g, yield 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08247429B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-72ebd1ccd32d4327b0c57f09b9feccb9 |
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| Source note | uspto-grants-2012_08 |
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