HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzenesulfonyl chloride → (4-Fluorophenyl)-[4-(4-nitrophenyl)sulfonylpiperazin-1-yl]methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzenesulfonyl chloride | HCID 7404 | — |
| Reactant | (4-Fluorophenyl)(piperazin-1-yl)methanone hydrochloride | HCID 20149590 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (4-Fluorophenyl)-[4-(4-nitrophenyl)sulfonylpiperazin-1-yl]methanone | HCID 1151463 | — |
| Product | 1-(4-Aminobenzenesulphonyl)-4-(4-fluorobenzoyl)piperazine | HCID 20190394 | — |
Reaction Steps
1-(4-fluorobenzoyl)-4-(4-nitrobenzenesulphonyl) piperazine is prepared in a similar manner to Examples 1 and 2 by reacting equimolar quantities of 4-nitrobenzenesulphonyl chloride with 1-(4-fluorobenzoyl)piperazine hydrochloride. The reaction product is hydrogenated in ethanol at room temperature at atmospheric pressure with a 5% paladium on charcoal catalyst until hydrogen uptake ceases to yield 1-(4-aminobenzenesulphonyl)-4-(4-fluorobenzoyl) piperazine. Equimolar quantities of this compound and 4-chloro-7-trifluoroquinoline are reacted in 50% aqueous ethanol under reflux to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04730047 |
| Source dataset | uspto-grants-1988_03 |
| ORD ID | ord-0b92fedd0018472caa7fbe70cb951457 |
| Source note | uspto-grants-1988_03 |