HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208951Generated: October 31, 2026
Water → Methyl 5-chloro-2-methyl-3-nitrobenzoate
https://huagongshe.com/reaction/2208951
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-Chloro-2-methyl-3-nitrobenzoic acid | HCID 23009762 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 5-chloro-2-methyl-3-nitrobenzoate | HCID 53399191 | 84% |
Reaction Steps
To a stirred solution of 5-chloro-2-methyl-3-nitrobenzoic acid (6.75 g, 31.3 mmol) in DMF (33 mL), were added sodium carbonate (13.2 g, 125 mmol) and methyl iodide (17.8 g, 125 mmol). The mixture was heated at 60° C. for 4 h. Water was added to the reaction mixture followed by extraction with dichloromethane. The combined organic extracts were dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by column chromatography over silica gel to afford the title compound (6.0 g, 84%).
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-87800a4463f34e4b8e20e526a443f944 |
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| Source note | uspto-grants-2016_06 |
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