HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[2-(4-chlorophenyl)-2-oxoethyl]-N'-cyclopropylurea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Isocyanatocyclopropane | HCID 637659 | — |
| Reactant | 2-Amino-1-(4-chlorophenyl)ethan-1-one hydrochloride | HCID 2798211 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(4-chlorophenyl)-2-oxoethyl]-N'-cyclopropylurea | HCID 58011668 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
1000 mg (4.853 mmol) of 2-amino-1-(4-chlorophenyl)ethanone hydrochloride are placed in 20 ml dichloromethane, cooled to 0° C. and treated dropwise with a solution of 363 mg (4.367 mmol) of cyclopropyl isocyanate in 2 ml dichloromethane. It is stirred a further 10 mins at 0° C. and then a solution of 627 mg (4.853 mmol) of N,N-diisopropylethylamine in 4 ml dichloromethane is added dropwise. After two hours' stirring at room temperature the reaction mixture is evaporated and the crude product purified by flash chromatography on silica gel (eluent: dichloromethane/methanol 100:1). 1000 mg (73% of theory) of the target compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084481B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-898df1a07a834e19b27ce607529c941f |
| Source note | uspto-grants-2011_12 |