HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-1-(3-nitrophenyl)ethan-1-one → Ethyl 1-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]piperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-1-(3-nitrophenyl)ethan-1-one | HCID 75213 | — |
| Reactant | Ethyl 1-carbamothioylpiperidine-4-carboxylate | HCID 23076419 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ethyl 1-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]piperidine-4-carboxylate | HCID 71075037 | 54.5% |
Reaction Steps
A solution of 2-bromo-1-(3-nitrophenyl)ethanone (621 mg, 2.54 mmol) and ethyl 1-carbamothioylpiperidine-4-carboxylate (500 mg, 2.31 mmol) in ethanol (7.7 mL) was heated to reflux for 16 hours, and then cooled to room temperature. The mixture was concentrated under reduced pressure and the resulting residue purified directly by CombiFlash (0-70% ethyl acetate/hexanes) to provide 457 mg (1.26 mmol, 49% yield) of ethyl 1-[4-(3-nitrophenyl)-1,3-thiazol-2-yl]piperidine-4-carboxylate as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735417B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-a514779c524146dab3ad63b0f32f9037 |
| Source note | uspto-grants-2014_05 |