HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 6-Chloro-2-phenyl-3-(pyridazin-4-yl)imidazo[1,2-b]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | o-Chloranil | HCID 73252 | — |
| Reactant | Ethyl 4-[6-chloro-2-phenylimidazo[1,2-b]pyridazin-3-yl]-4H-pyridazine-1-carboxylate | HCID 59367705 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 6-Chloro-2-phenyl-3-(pyridazin-4-yl)imidazo[1,2-b]pyridazine | HCID 59367704 | 71.2% |
Reaction Steps
22.3 g (58.4 mmol) of ethyl 4-[6-chloro-2-phenylimidazo[1,2-b]pyridazin-3-yl]-4H-pyridazine-1-carboxylate are dissolved in 450 ml of chloroform and 15.1 g (61.3 mmol) of ortho-chloranil are added portionwise. The reaction medium is stirred for 30 minutes at ambient temperature and then poured into a 2N aqueous solution of sodium hydroxide. The product is extracted with chloroform. The organic phase is dried over sodium sulfate and then concentrated under reduced pressure. The dark beige residue is crystallized from a mixture of 80 ml of isopropanol and 60 ml of diisopropyl ether under hot conditions, to give 12.8 g of a beige powder after cooling, isolation by filtration and drying.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108971B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-0db880d49b4548ceaf987917d395acfa |
| Source note | uspto-grants-2015_08 |