HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 8-(4-(4-Methoxyphenyl)-5-(p-tolyl)thiazol-2-yl)-1,4-dioxaspiro[4.5]decane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Bromo-1-(4-methoxyphenyl)-2-(p-tolyl)ethanone | HCID 46398776 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decane-8-carbothioamide | HCID 57929925 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 8-(4-(4-Methoxyphenyl)-5-(p-tolyl)thiazol-2-yl)-1,4-dioxaspiro[4.5]decane | HCID 67296392 | 81% |
Reaction Steps
A solution of 1,4-dioxaspiro[4.5]decane-8-carbothioamide (Reference Example 94) (389 mg, 1.93 mmol) and 2-bromo-1-(4-methoxyphenyl)-2-(p-tolyl)ethanone (588 mg, 1.84 mmol) in acetonitrile (9.2 mL) was stirred at room temperature for 4 hours. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the resulting solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, n-hexane/ethyl acetate) to obtain the captioned compound (630 mg, 1.49 mmol, 81%) as a colorless amorphous product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08349874B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-da6088cb554e47fc9dc69b5653662a44 |
| Source note | uspto-grants-2013_01 |