HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Amino-3-chloropyridazine → 6-Chloro-2-(4-methyl-3-nitro-phenyl)imidazo[2,1-f]pyridazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Amino-3-chloropyridazine | HCID 21643 | — |
| Reactant | 2-Bromo-1-(4-methyl-3-nitrophenyl)ethan-1-one | HCID 3800422 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-Chloro-2-(4-methyl-3-nitro-phenyl)imidazo[2,1-f]pyridazine | HCID 86667857 | 88.2% |
Reaction Steps
A stirred solution of 6-chloropyridazin-3-amine (18.4 g, 0.14 mol) and 2-bromo-1-(4-methyl-3-nitro-phenyl)ethanone (36.13 g, 0.14 mol) in acetonitrile (219 mL) is heated at reflux for 18 hr. The mixture is diluted with water (500 mL), stirred at room temperature for 1 hour and solids are collected by filtration to give the title compound (35.65 g, 88% yield). LCMS m/z=289.4 [M+H]+, tR=2.65 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08871767B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-c6d8e6a97087478db212b0bdbb34b055 |
| Source note | uspto-grants-2014_10 |