HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208744Generated: November 1, 2026
Ammonium Chloride → Methyl 3-Amino-5-bromo-2-methylbenzoate
https://huagongshe.com/reaction/2208744
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 5-bromo-2-methyl-3-nitrobenzoate | HCID 24727998 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | Methyl 3-Amino-5-bromo-2-methylbenzoate | HCID 24729181 | 99.1% |
Reaction Steps
To a stirred solution of methyl 5-bromo-2-methyl-3-nitrobenzoate (17 g, 62.04 mmol) in ethanol (85 mL), was added NH4Cl solution (17 g in 85 mL water, 317.8 mmol) followed by Fe powder (27.82 g, 498.11 mmol). Resulting reaction mass was stirred at 90° C. for 1 h. On completion, reaction mass was filtered and filtrate was concentrated till dryness to get solid which was dissolved in saturated sodium bicarbonate solution. Aqueous layer was extracted with ethyl acetate. Combined organic layers were dried over sodium sulfate and concentrated to afford the desired compound (15 g, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376422B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-6a5aa48243e84381ab5a1207cdf40c4a |
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| Source note | uspto-grants-2016_06 |
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