HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2H-1-Benzothiopyran-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Thiochroman-4-one | HCID 19048 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Catalyst | zinc(II)iodide | HCID 9883512 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2H-1-Benzothiopyran-4-carbonitrile | HCID 13227705 | — |
Reaction Steps
80 mg of zinc iodide are added to 1.7 g 1-thiochroman-4-one in benzene followed by, dropwise, with stirring at room temperature, 2.4 g of trimethylsilylcyanide. After 8 hours reaction 2.8 ml of POCl3 and 16 ml of pyridine are added and the mixture refluxed for 8 hours. After cooling the mixture is poured onto ice/conc. HCl and, after addition of dichloromethane, separated. The organic phase is dried over MgSO4, concentrated by evaporation and purified by chromatography on kieselgel (eluant hexane/ethyl acetate; 4/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04382951 |
| Source dataset | uspto-grants-1983_05 |
| ORD ID | ord-83d457f650f44aeeba63cd10f343b87b |
| Source note | uspto-grants-1983_05 |