HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium methanethiolate → 4-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | 4-Nitro-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester | HCID 67076436 | — |
| Solvent | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Product | 4-Methylsulfanyl-3-(2-m-tolyl-ethoxy)-benzoic acid methyl ester | HCID 67076758 | 66.5% |
Reaction Steps
The compound of step 1 (900 mg, 2.85 mmol) was dissolved in 1,3-dimethyl-2-imidazolidinone (6 ml), and sodium methanethiolate (0.23 g, 3.29 mmol) was added. The mixture was reacted at room temperature for 60 h, then partitioned between a saturated sodium chloride solution and EA, and the aqueous phase extracted with EA. The organic extracts were dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by silica gel chromatography (HEP/EA gradient) to give 600 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328071B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-05a322d69463458f933e26fd8755de9d |
| Source note | uspto-grants-2016_05 |