HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-(Butylsulfanyl)-1-methyl-3,5-diphenyl-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Quinoline | HCID 7047 | — |
| Reactant | Butanethiol | HCID 8012 | — |
| Reactant | 4-Bromo-1-methyl-3,5-diphenyl-1H-pyrazole | HCID 21398051 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 4-(Butylsulfanyl)-1-methyl-3,5-diphenyl-1H-pyrazole | HCID 21398070 | 97.1% |
Reaction Steps
A mixture of 4-bromo-1-methyl-3,5-diphenylpyrazole (21 g, 0.0671 mole), copper(1)salt of butanethiol (12.58 g, 0.08 mole), pyridine (10 ml) and quinoline (100 ml) is stirred and heated at 175° C to 180° C for 8 hours. The reaction mixture is cooled, poured into dilute hydrochloric acid (500 ml) and extracted with benzene. The benzene layer is separated and stripped in vacuo to give a brown oil. The oil is slurried with petroleum ether (b.p. 40° C to 60° C), filtered and the filtrate stripped in vacuo to give a brown syrup 21 g (97%), >95% pure by glc.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04058391 |
| Source dataset | uspto-grants-1977_11 |
| ORD ID | ord-c4d8106b090b4635b1c569efd9022d38 |
| Source note | uspto-grants-1977_11 |