HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208754Generated: October 31, 2026
Ammonium Chloride → Methyl 3-amino-5-chloro-2-methylbenzoate
https://huagongshe.com/reaction/2208754
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 5-chloro-2-methyl-3-nitrobenzoate | HCID 53399191 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 3-amino-5-chloro-2-methylbenzoate | HCID 68295455 | 87.8% |
Reaction Steps
To stirred solution of methyl 5-chloro-2-methyl-3-nitrobenzoate (16 g, 69 mmol) in ethanol (160 mL), ammonium chloride (16 g, 53.4 mmol) dissolved in water (160 mL) and iron powder (31.2 g, 55.85 mmol) were added under stirring. The resulting reaction mixture was heated at 80° C. for 1 h. On completion, water was added to and the reaction mixture filtered through celite. The filtrate was extracted with ethyl acetate and the combined organic layers washed with water, dried and concentrated under reduced pressure giving desired compound (12.10 g, 86%) without further purification.
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-65b556871f194e8599c1d8cf63375b10 |
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| Source note | uspto-grants-2016_06 |
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