HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 1-Bromo-2-butanone | HCID 13156 | — |
| Reactant | [2-(4-nitrophenyl)-1-(S)-thiocarbamoylethyl]carbamic acid tert-butyl ester | HCID 57943188 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (S)-1-(4-ethylthiazol-2-yl)-2-(4-nitrophenyl)ethanamine | HCID 57943187 | 90% |
Reaction Steps
A mixture of [2-(4-nitrophenyl)-1-(S)-thiocarbamoylethyl]-carbamic acid tert-butyl ester, 2, (0.245 g, 0.753 mmol), 1-bromo-2-butanone (0.125 g, 0.828 mmol) in CH3CN (5 mL) is refluxed 3 hours. The reaction mixture is cooled to room temperature and diethyl ether is added to the solution and the precipitate which forms is removed by filtration. The solid is dried under vacuum to afford 0.242 g (90% yield) of the desired product. ESI+MS 278 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895563B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-27a391954d0b40a69616eb5db1c3ee33 |
| Source note | uspto-grants-2014_11 |