HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 1-(2-Fluoro-4-chloro-5-methylsulfonyloxyphenyl)-3,5-dimethylpyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 2-Fluoro-4-chloro-5-methylsulfonyloxyphenylhydrazine | HCID 13798231 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(2-Fluoro-4-chloro-5-methylsulfonyloxyphenyl)-3,5-dimethylpyrazole | HCID 13798251 | 92% |
Reaction Steps
A mixture of 2-fluoro-4-chloro-5-methylsulfonyloxyphenylhydrazine (25.5 g), acetylacetone (10.0 g), ethanol (100 ml) and water (100 ml) was refluxed for 2 hours. After cooling, toluene was added to the reaction mixture to separate layers. The toluene layer as separated was washed with water and then subjected to distillation under a reduced pressure to remove the toluene, yielding the titled compound (29.3 g) as pale yellow crystals. Recrystallization from a mixture of hexane/ethyl acetate gave colorless crystals with melting point 77.5°-79° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04752326 |
| Source dataset | uspto-grants-1988_06 |
| ORD ID | ord-7557ff0cbeed440fbcd8174c36dba965 |
| Source note | uspto-grants-1988_06 |