HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-Nitro-N-[3-(3-oxo-2,3-dihydrocyclopenta[c]carbazol-6(1H)-yl)propyl]-N-propylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | 1,6-Dihydrocyclopenta[c]carbazol-3(2H)-one | HCID 58544896 | — |
| Reactant | N-(3-bromopropyl)-2-nitro-N-propylbenzenesulfonamide | HCID 67368759 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Nitro-N-[3-(3-oxo-2,3-dihydrocyclopenta[c]carbazol-6(1H)-yl)propyl]-N-propylbenzenesulfonamide | HCID 67377946 | — |
Reaction Steps
Compound 46 (0.538 g, 2.43 mmol) and bromide 50 (0.9 g, 2.46 mmol) were dissolved in CH2Cl2 (30 mL). Then NaH (0.15 g, 3.75 mmol, 1.5 eq.) was added. The reaction mixture was stirred for 20 min (TLC monitoring, eluent: hexane-ethyl acetate, 1:1). Then, the mixture was poured onto ice. The product was extracted with ethyl acetate, and the extract was evaporated in a rotary evaporator. The residue of CH2Cl2 was removed in high vacuum. Methanol was added to the hardened precipitate. The product was triturated; the precipitate was filtered off. Yield of 47: 0.638 g (52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765738B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-effde3221a0f4314b165785bde558bfb |
| Source note | uspto-grants-2014_07 |