HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Nitrophenyl)piperazine → 4-(2,6-Dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Nitrophenyl)piperazine | HCID 80447 | — |
| Reactant | 2,6-Dimethyl-pyridin-4-yl trifluoromethanesulfonate | HCID 21623679 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Diglyme | HCID 8150 | — |
| Product | 4-(2,6-Dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazine | HCID 86639589 | 126.4% |
Reaction Conditions
| Temperature | 165 °C |
|---|
Reaction Steps
To a solution of trifluoro-methanesulfonic acid 2,6-dimethyl-pyridin-4-yl ester (0.50 g, 1.96 mmol) in diglyme (50 mL) was added 4-nitrophenyl piperazine (0.37 g, 0.76 mmol) and heated in the microwave at 165° C. for 40 minutes. The mixture was diluted with chloroform (100 mL) and washed with water (5×50 mL). The organic layer was separated, washed with brine solution (5×40 mL), dried over sodium sulfate and filtered. The solvent was evaporated, and the crude material was purified by column chromatography over silica gel (60-120 mesh) using 12% methanol in chloroform as eluent to afford 4-[4-(2,6-dimethyl-pyridin-4-yl)-1-(4-nitrophenyl)-piperazine (0.30 g, 49%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604029B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-614d0a11dfb549748481c43e38f88694 |
| Source note | uspto-grants-2013_12 |