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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009620Generated: November 1, 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/1009620

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 numberUS07973069B2
Source datasetuspto-grants-2011_07
ORD IDord-06c7bdda03e64c998edb13dbc76af6c3
Source noteuspto-grants-2011_07