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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252580Generated: October 26, 2026

2-Chloroethyl isocyanate → 1-(2-chloroethyl)-3-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-urea

https://huagongshe.com/reaction/252580

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloroethyl isocyanateHCID 16035—
Reactant2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrileHCID 11601736—
SolventTetrahydrofuranHCID 8028—
Product1-(2-chloroethyl)-3-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-ureaHCID 5942541991%

Reaction Steps

To a solution of 2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (50 mg, 0.172 mmol) in THF (2 mL) is added 2-chloroethyl isocyanate (22 uL, 0.258 mmol) at room temperature. After stirring overnight at reflux, the reaction mixture is concentrated in vacuo and the residue is diluted with ethyl acetate. The resulting semi-solid is triturated with hexane and the precipitate collected is collected by filtration and washed well with 50% ethyl acetate in hexane and dried in vacuo to afford (62 mg, 91%) of 1-(2-chloroethyl)-3-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-urea.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868037B2
Source datasetuspto-grants-2011_01
ORD IDord-bb25617253464a6783a868ae3f9289b7
Source noteuspto-grants-2011_01