HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromopyruvate → Ethyl 2-cyclohexylthiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromopyruvate | HCID 66144 | — |
| Reactant | Cyclohexanecarbothioamide | HCID 12336049 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 2-cyclohexylthiazole-4-carboxylate | HCID 57956421 | 74.2% |
Reaction Steps
A solution of cyclohexanecarbothioic acid amide (115, 5.5 g, 38.3 mmol) and ethyl 3-bromopyruvate (90%, 8.3 g, 38.3 mmol) in THF (200 mL) was heated to reflux. After 2 h, the reaction mixture was cooled to room temperature for 12 h. Then, the solvent was evaporated and the residue was purified by column chromatography (gradient of heptane/AcOEt, 90:10 to 75:25) to afford 6.8 g (74%) of the title compound 116 as a clear liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741926B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-3bbdbe93b2a040a9a4ee6a355fb4911f |
| Source note | uspto-grants-2014_06 |