HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 4,4'-DICYANO-2,2'-BIPYRIDINE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2,2'-Bipyridine-4,4'-dicarboxamide | HCID 15687180 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4,4'-DICYANO-2,2'-BIPYRIDINE | HCID 10442958 | — |
Reaction Steps
A suspension of 4.73 g (0.0195 mol) of 4,4'-dicarbamoyl-2,2'-bipyridine [J. Am. Chem. Soc. 80. 2745 (1958)] and 5.67 g (0.0476 mol) of thionyl chloride in 30 ml of pyridine is stirred for 16 hours at 100° . After cooling, the reaction mixture is diluted with 100 ml of methylene chloride, filtered and concentrated to dryness by evaporation. The residue is then chromatographed with methylene chloride over silica gel. In this manner, 4,4'-dicyano-2,2'-bipyridine is obtained in the form of white crystals having a melting point of 238°-240°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04968804 |
| Source dataset | uspto-grants-1990_11 |
| ORD ID | ord-6ac73d77e40f4dbd985008c374681ac9 |
| Source note | uspto-grants-1990_11 |