HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl isocyanate → 1-(2-chloroethyl)-3-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | 2-(4-aminophenyl)-1-ethyl-6-methoxy-1H-indole-3-carbonitrile | HCID 11601736 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-chloroethyl)-3-[4-(3-cyano-1-ethyl-6-methoxy-1H-indol-2-yl)-phenyl]-urea | HCID 59425419 | 91% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07868037B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-bb25617253464a6783a868ae3f9289b7 |
| Source note | uspto-grants-2011_01 |