HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(Methylthio)-4-nitrophenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Fluoro-4-nitrophenol | HCID 520948 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(Methylthio)-4-nitrophenol | HCID 44185702 | 90.1% |
Reaction Steps
To a solution of 3-fluoro-4-nitrophenol (2 g, 12.7 mmol) in dry DMF (67 mL) were added by aliquots 2 equivalents of sodium thiomethoxide (1.78 g, 25.5 mmol) followed by 3 equivalents of potassium carbonate (5.27 g, 38.2 mmol). The mixture was stirred at RT for 23 hours and then water (100 mL) was added. The mixture was extracted with EtOAc, and the combined organic layers washed successively with water (60 mL) and brine (60 mL) and then dried over MgSO4. The solvent was evaporated under vacuum to provide the title compound (2.12 g, 90%) as a yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198279B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-626696aea05149709cda7d12f79d3eab |
| Source note | uspto-grants-2012_06 |