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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514776Generated: October 30, 2026

Sulfuric Acid → N-[2-(3,9-dioxo-1,2,3,9,10,11-hexahydro-6H-dicyclopenta[c,g]carbazol-6-yl)ethyl]-2-nitrobenzenesulfonamide

https://huagongshe.com/reaction/514776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantN-{2-[3,6-bis(3-chloropropanoyl)-9H-carbazol-9-yl]ethyl}-2-nitrobenzenesulfonamideHCID 86660157—
SolventDichloromethane ethylacetateHCID 21226138—
ProductN-[2-(3,9-dioxo-1,2,3,9,10,11-hexahydro-6H-dicyclopenta[c,g]carbazol-6-yl)ethyl]-2-nitrobenzenesulfonamideHCID 71179221—

Reaction Conditions

Temperature90 °C

Reaction Steps

Sulfuric acid (200 mL) was heated to 40° C. Then, compound 57 (18.47 g, 32.12 mmol) was added in portions. The mixture was heated to 90° C. and kept at this temperature for 1.5-2 h (TLC monitoring, eluent: CH2Cl2-ethyl acetate, 4:1). The resulting mixture was poured onto ice. The grey precipitate was filtered off, washed on a filter with a mixture of CHCl3-MeOH (4:1). The remaining precipitate (on a filter) was recrystallized with DMF, washed with CH3CN and ether. Yield of pure 58: 2.2 g (14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108916B2
Source datasetuspto-grants-2015_08
ORD IDord-8862759a8e3a4395a89223a96bf3d133
Source noteuspto-grants-2015_08