HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 63090729, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-Amino-2-chlorobenzoate | HCID 5200412 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 63090729 | HCID 63090729 | — |
Reaction Steps
55.0 g (296 mmol) of methyl 2-chloro-5-aminobenzoate and 49.1 g (356 mmol) of potassium carbonate are suspended in 500 ml of acetonitrile p.a. 22.1 ml (356 mmol) of methyl iodide are added dropwise to the reaction mixture. The suspension is then boiled under reflux for 3 hours. After cooling, the reaction mixture is filtered. The filtrate is diluted with water. The aqueous phase is extracted twice with ethyl acetate. The combined organic phases are dried over sodium sulphate and filtered. The solvent is removed under reduced pressure on a rotary evaporator. The crude product is purified by column chromatography. This gives 30.0 g (51%) of methyl 2-chloro-5-(methylamino)benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126945B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8b34931536e04ad6bdd0a9112e83db11 |
| Source note | uspto-grants-2015_09 |