Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 70252960 | HCID 70252960 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 18699032 | HCID 18699032 | — |
Reaction Steps
After 1.0 g of 3, 3, 3-trifluoro-2-oxopropanal 1-(4-chloro-2-fluorophenylhydrazone) was dissolved in 10 mL of pyridine, 0.8 mL of ethyl cyanoacetate and 0.5 mL of piperidine were added to the pyridine solution, which was followed by stirring for 3 days at room temperature. After pouring into water, the reaction solution was extracted with ethyl acetate. After the organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous magnesium sulfate and concentrated, the residue was subjected to silica gel column chromatography (eluent: ethyl acetate/hexane =4/1), and thin-layer chromatography (eluent: ethyl acetate/hexane =5/1) to afford 0.28g of 2-(4-chloro-2-fluorophenyl)-4-cyano-5-trifluoromethylpyridazin-3-one (The present compound 1-1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06093818 |
|---|
| Source dataset | uspto-grants-2000_07 |
|---|
| ORD ID | ord-6209d34d9db5439ab0b7c4c01305e712 |
|---|
| Source note | uspto-grants-2000_07 |
|---|