HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-Methyl-3,5-diphenyl-4-(phenylsulfanyl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Quinoline | HCID 7047 | — |
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | 4-Bromo-1-methyl-3,5-diphenyl-1H-pyrazole | HCID 21398051 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-Methyl-3,5-diphenyl-4-(phenylsulfanyl)-1H-pyrazole | HCID 21398055 | — |
Reaction Steps
A mixture of 4-bromo-1-methyl-3,5-diphenylpyrazole (21.84 g, 0.07 mole), copper(1)salt of benzenethiol (14.67 g, 0.085 mole), pyridine (10 ml) and quinoline (100 ml) is stirred and heated at 175° C. to 185° C. (reflux) for 8 hours. The reaction mixture is allowed to stand overnight at room temperature. The mixture is poured into dilute hydrochloride acid and extracted with benzene. The benzene layer is separated and stripped in vacuo to give a brown syrup. The syrup is extracted with a hot mixture of n-hexane and n-heptane and filtered. The cooled filtrate yields a gray colored solid m.p. 109° C. to 110° C. Recrystallization from n-hexane affords white crystals 17.35 g (72.4%), m.p. 109° C. to 110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04041046 |
| Source dataset | uspto-grants-1977_08 |
| ORD ID | ord-52c3ca8f97994dbf9c6deb35ea0393dd |
| Source note | uspto-grants-1977_08 |