HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → S-4-nitrophenyl 3-(4-piperidinopiperidinocarbonyl)propanethioate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 4-Nitrobenzenethiol | HCID 15809 | — |
| Reactant | 3-(4-Piperidinopiperidinocarbonyl)propionic acid | HCID 19358571 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | S-4-nitrophenyl 3-(4-piperidinopiperidinocarbonyl)propanethioate | HCID 19358562 | 50% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
3-(4-Piperidinopiperidinocarbonyl)propionic acid (0.26 g, 0.97 mmol) and DCC (0.25 g, 1.2 mmol) were dissolved in methylene chloride, followed by the addition of 4-nitrothiophenol (0.23 g, 1.2 mmol). The resulting mixture was stirred for 16 hours at 4° C. and then overnight at room temperature. The reaction mixture was filtered. After the filtrate was concentrated, the residue was purified by chromatography on a silica gel column (chloroform-acetone mixed solvent [10:1→5:1], whereby S-4-nitrophenyl 3-(4-piperidinopiperidinocarbonyl)propanethioate (196 mg, 50%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06025385 |
| Source dataset | uspto-grants-2000_02 |
| ORD ID | ord-5ce64b2a2e1e4319b7bcae2833b588f1 |
| Source note | uspto-grants-2000_02 |