HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 5-Formyl-2-(methylsulfanyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | 5-Fluoro-2-formylbenzonitrile | HCID 20296688 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Formyl-2-(methylsulfanyl)benzonitrile | HCID 17966635 | — |
Reaction Steps
A flask is charged with 5-fluoro-2-formyl-benzonitrile (0.200 g, 1.34 mmol), potassium carbonate (0.371 g, 0.268 mmol), sodium thiomethoxide (0.142 g, 2.01 mmol) and DMF (20 mL). The mixture is stirred at room temperature for 10 min, then diluted with ethyl acetate and washed with water. The organic layer is dried over sodium sulfate and concentrated in vacuo to afford 5-formyl-2-methylsulfanyl-benzonitrile as a yellow color solid. 1H NMR (400 MHz, CDCl3) δ ppm 2.64 (s, 3H), 7.41 (d, J=8.3 Hz, 1H), 8.01 (dd, J=8.5, 1.9 Hz, 1H), 8.07 (d, J=1.8 Hz, 1H), 9.95 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030334B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-3315fcf20fda47d48b2ce45094bdb1c9 |
| Source note | uspto-grants-2011_10 |