HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 6-Chloropyridazine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 3-Chloro-6-iodopyridazine | HCID 15418839 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Chloropyridazine-3-carbonitrile | HCID 13382871 | 89% |
Reaction Steps
A mixture of 3-chloro-6-iodo-pyridazine (CAS 135034-10-5, 5.5 g, 22.9 mmol; Goodman, A. J.; Stanforth, S. P.; Tarbit, B. Tetrahedron (1999), 55 (52), 15067-15070) and copper cyanide (4 g, 44.7 mmol) in acetonitrile (30 ml) was stirred for 30 min. at 160° C., under microwave irradiation (Milestone MW-oven). The mixture was then poured into dichloromethane (200 ml), filtered over celite, and the solvent evaporated in vacuo. The residue was then purified by column chromatography (silica gel; dichloromethane/heptane 1:1 to 7:3) to yield D4 (2.84 g, 89%), as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466153B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-263459d3a9bb4fceade48ac8294c6cc0 |
| Source note | uspto-grants-2013_06 |