HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2-(4-chloro-2-fluoro-5-hydroxyphenyl)-3-methyl-4,5,6,7-tetrahydro-2H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Acetylcyclohexanone | HCID 13400 | — |
| Reactant | 2-Chloro-4-fluoro-5-hydrazinylphenol | HCID 185081 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Product | 2-(4-chloro-2-fluoro-5-hydroxyphenyl)-3-methyl-4,5,6,7-tetrahydro-2H-indazole | HCID 13687196 | 88.1% |
Reaction Steps
4-Chloro-2-fluoro-5-hydroxyphenylhydrazine (0.5 g), 2-acetylcyclohexanone (0.4 g) and a catalytic amount of acetic acid were admixed with xylene (15 ml), and the resultant mixture was heated under reflux for 5 hours while removing water. After cooling, the mixture was concentrated, and the residue was purified by silica gel column chromatography to obtain 0.7 g of 2-(4-chloro-2-fluoro-5-hydroxyphenyl)-3-methyl-4,5,6,7-tetrahydro-2H-indazole. m.p., 188.5°-190° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04670043 |
| Source dataset | uspto-grants-1987_06 |
| ORD ID | ord-c1cc023d09054c9db329acc067e4e7f1 |
| Source note | uspto-grants-1987_06 |