HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(4-chlorophenyl)-4-phenyl-4,5-dihydro-1H-pyrazole → 3-(4-chlorophenyl)-N-(((ethyl)propyl-amino)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-thiocarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(4-chlorophenyl)-4-phenyl-4,5-dihydro-1H-pyrazole | HCID 11368884 | — |
| Reactant | ((Ethyl)propylamino)sulfonyl isothiocyanate | HCID 11469850 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(4-chlorophenyl)-N-(((ethyl)propyl-amino)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-thiocarboxamide | HCID 11374711 | 56% |
Reaction Steps
Part A: To a stirred solution of ((ethyl)propylamino)sulfonyl isothiocyanate (5.98 gram, 25.4 mmol) in dry dichloromethane in a nitrogen atmosphere is added of 3-(4-chlorophenyl)-4-phenyl-4,5-dihydro-1H-pyrazole (6.52 gram, 25.4 mmol). After stirring for 90 minutes the resulting solution is concentrated in vacuo and purified by column chromatography (CH2Cl2, silicagel, Rf˜0.45). The resulting solid is recrystallized from diethyl ether to give 3-(4-chlorophenyl)-N-(((ethyl)propylamino)sulfonyl)-4-phenyl-4,5-dihydro-1H-pyrazole-1-thiocarboxamide (6.57 gram, 56% yield). Melting point: 144-146° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06974810B2 |
| Source dataset | uspto-grants-2005_12 |
| ORD ID | ord-b974c505996147cf88bf867cebfe3fb6 |
| Source note | uspto-grants-2005_12 |