HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 4-amino-2-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Amino-2-nitrobenzoic Acid | HCID 235713 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Methyl iodide | HCID 6328 | — |
| Product | Methyl 4-amino-2-nitrobenzoate | HCID 14730691 | 100.1% |
Reaction Steps
To a suspension of 4-amino-2-nitrobenzoic acid (200 mg, 1.10 mmol) synthesized in accordance with the synthesis method described in WO96/35666 and sodium carbonate (349 mg, 3.29 mmol) in dimethylformamide (5.5 mL), methyl iodide (0.21 ml) was added, and the mixture was stirred overnight at room temperature. Water was added to the reaction solution, and extraction was carried out with ethyl acetate, and the combined organic layer was washed with a saturated ammonium chloride aqueous solution and a saturated sodium chloride aqueous solution, followed by drying over anhydrous sodium sulfate. By concentrating the obtained organic layer, 216 mg of the desired product was obtained as a yellow solid (yield 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318796B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-d49ca5aa0ae5478c8d2be27f964db31a |
| Source note | uspto-grants-2012_11 |