HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 68476364, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Piperazin-2-one | HCID 231360 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 5-Chloro-3-formyl-7-nitro-2-phenyl-1H-indole | HCID 86643834 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 68476364 | HCID 68476364 | 86.1% |
Reaction Steps
5-Chloro-3-formyl-7-nitro-2-phenyl-1H-indole (0.5 g, 1.66 mmol) prepared in Step A was dissolved in dichloroethane (20 mL). Acetic acid (0.10 g, 1.66 mmol), 2-oxopiperazine (0.3 g, 3.32 mmol) and sodium triacetoxyborohydride (0.71 g, 3.32 mmol) were added in drops thereto, and the mixture was stirred for 4 h at room temperature. After completion of the reaction, the reaction mixture was diluted with water, extracted with dichloromethane, washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (0.55 g, Yield 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436038B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-2b1baf304c0f44929a6d0ffbeee4dcb0 |
| Source note | uspto-grants-2013_05 |