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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615016Generated: October 25, 2026

Sodium hydride → 2-Nitro-N-[3-(3-oxo-2,3-dihydrocyclopenta[c]carbazol-6(1H)-yl)propyl]-N-propylbenzenesulfonamide

https://huagongshe.com/reaction/1615016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl acetate hexaneHCID 21226206—
Reactant1,6-Dihydrocyclopenta[c]carbazol-3(2H)-oneHCID 58544896—
ReactantN-(3-bromopropyl)-2-nitro-N-propylbenzenesulfonamideHCID 67368759—
SolventDichloromethaneHCID 6344—
Product2-Nitro-N-[3-(3-oxo-2,3-dihydrocyclopenta[c]carbazol-6(1H)-yl)propyl]-N-propylbenzenesulfonamideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765738B2
Source datasetuspto-grants-2014_07
ORD IDord-effde3221a0f4314b165785bde558bfb
Source noteuspto-grants-2014_07