HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208792Generated: October 30, 2026
Water → Methyl 5-chloro-2-methyl-3-nitrobenzoate
https://huagongshe.com/reaction/2208792
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 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 5-chloro-2-methyl-3-nitrobenzoate | HCID 53399191 | 83.5% |
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 (13.23 g, 125 mmol) and methyl iodide (17.77 g, 125 mmol). The mixture was heated at 60° C. for 4 h. On completion, water was added to the reaction mass and extraction was carried out using DCM. The combined organic layers were dried, concentrated under reduced pressure, and purified by column chromatography over silica gel (to afford the title compound (6.0 g, 83%).
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-c4ff4658160b4956a686e8dd68c37860 |
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| Source note | uspto-grants-2016_06 |
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