HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(1,3-Dioxan-2-yl)-3-(propan-2-ylsulfanyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium 2-propanethiolate | HCID 3470666 | — |
| Reactant | 4-(1,3-Dioxan-2-yl)-3-fluorobenzonitrile | HCID 58032581 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(1,3-Dioxan-2-yl)-3-(propan-2-ylsulfanyl)benzonitrile | HCID 58133682 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
The reaction was carried out under argon. 4-(1,3-Dioxan-2-yl)-3-fluorobenzonitrile (5.51 g, 27 mmol) and sodium 2-propanethiolate (2.90 g, 26.6 mmol, purity 90%; 1 eq.) were initially charged in DMF (125 ml). Potassium carbonate (9.19 g, 66.5 mmol; 2.5 eq.) was added at RT, and the mixture was stirred at 100° C. for 4 h. TLC control then showed complete conversion. The reaction mixture was concentrated and the residue was subjected to flash chromatography on silica gel (mobile phase: cyclohexane→cyclohexane/ethyl acetate 4:1). The title compound was isolated as a solid (6.72 g, 96% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288402B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-53203c86becf448eb6339148bff8210d |
| Source note | uspto-grants-2012_10 |