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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907188Generated: October 30, 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/907188

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 solution of 2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrile (50 mg, 0.172 mmole) in THF (2 mL) was added 2-chloroethyl isocyanate (22 uL, 0.258 mmole) at room temperature. After stirring overnight at reflux, the reaction mixture was concentrated in vacuo and the residue was diluted with ethyl acetate. The resulting semi-solid was triturated with hexane and the precipitate collected was 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 numberUS08013006B2
Source datasetuspto-grants-2011_09
ORD IDord-78928e5f69604e049c8625d984a72c8e
Source noteuspto-grants-2011_09