HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → (S)-2-(4-nitrophenyl)-1-[(thiophen-2-yl)oxazol-4-yl]ethanamine HBr
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Thiophenecarboxamide | HCID 22063 | — |
| Reactant | (S)-tert-Butyl (4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-yl)carbamate | HCID 53778469 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (S)-2-(4-nitrophenyl)-1-[(thiophen-2-yl)oxazol-4-yl]ethanamine HBr | HCID 66704762 | — |
Reaction Steps
A mixture of (S)-tert-butyl 4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-ylcarbamate, 7, (38.7 g, 100 mmol), and thiophen-2-carboxamide (14 g, 110 mmol) (available from Alfa Aesar) in CH3CN (500 mL) is refluxed for 5 hours. The reaction mixture is cooled to room temperature and diethyl ether (200 mL) is added to the solution. The precipitate which forms is collected by filtration. The solid is dried under vacuum to afford the desired product which can be used for the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08883832B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-affc3064e2e44a2bae6351bd22036ec5 |
| Source note | uspto-grants-2014_11 |