HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 1-(2-Fluoro-4-chloro-5-methylsulfonyloxyphenyl)-3,4,5-trimethylpyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Methyl-2,4-pentanedione | HCID 69949 | — |
| Reactant | 2-Fluoro-4-chloro-5-methylsulfonyloxyphenylhydrazine | HCID 13798231 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(2-Fluoro-4-chloro-5-methylsulfonyloxyphenyl)-3,4,5-trimethylpyrazole | HCID 13798232 | — |
Reaction Steps
A mixture of (2-fluoro-4-chloro-5-methylsulfonyloxyphenyl)hydrazine (25.5 g) of the formula: ##STR53## 3-methylpenta-2,5-dione (CH3COCH(CH3)COCH3) (11.4 g), ethanol (100 ml) and water (100 ml) was heated to reflux for one hour. After the reaction mixture was cooled, toluene was added thereto to form two layers. The toluene layer separated was washed with water and dried over anhydrous sodium sulfate. Removal of the solvent by distillation in vacuo gave the titled compound (29.3 g) as a pale yellow crystalline solid. Recrystallization of this solid from a mixture of n-hexane and ethyl acetate afforded a white crystalline solid. m.p. 123°-125° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04752326 |
| Source dataset | uspto-grants-1988_06 |
| ORD ID | ord-d934f44226454b649bf88336f863f365 |
| Source note | uspto-grants-1988_06 |