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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2181491Generated: November 1, 2026

HCID 11192533, compound → N-[2-(1-benzhydryl-5-chloro-1H-indol-2-yl)ethyl]-1-(3,4-dichlorophenyl)methanesulfonamide

https://huagongshe.com/reaction/2181491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 11192533HCID 11192533—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
ProductN-[2-(1-benzhydryl-5-chloro-1H-indol-2-yl)ethyl]-1-(3,4-dichlorophenyl)methanesulfonamideHCID 1120405176.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of N-{4-[2-(benzhydrylamino)-5-chlorophenyl]but-3-ynyl}-1-(3,4-dichlorophenyl)-methanesulfonamide (1.0 g, 1.71 mmol) and copper (I) iodide (0.30 g, 1.58 mmol) was heated to 120° C. and stirred for 7 h, and then cooled to room temperature. Water (50 mL) was added. The mixture was extracted with EtOAc (2×50 mL). The combined organic extracts were dried over Na2SO4. The solvent was evaporated. The residue was purified by column chromatography, using a mixture of heptane and EtOAc (2:1) as elute to give a white solid (0.76 g, 76%). 1H NMR (CDCl3): δ6.7-7.6 (m, Ph. CHPh2), 6.58 (d, 1H, J=8.9 Hz), 4.20 (m, 1H), 3.99 (s, 2H), 3.10 (dd, 2H, J=6.9, 13.3 Hz), 2.94 (t, 2H, J=6.7 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06891065B2
Source datasetuspto-grants-2005_05
ORD IDord-5cca35351daa4815bb74e2a0021bfb20
Source noteuspto-grants-2005_05