HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-(2-Thienyl)thiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromothiazole | HCID 76430 | — |
| Reactant | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(2-Thienyl)thiazole | HCID 547510 | 64.5% |
Reaction Steps
2-Bromothiazole (15.0 g) and 2-thiopheneboronic acid (14.0 g) were dissolved in dimethoxyethane (150 ml). To the mixture was added bis(triphenyl)phosphine palladium(II)dichloride (3.2 g) and 2M sodium carbonate (137 ml), and the mixture was refluxed under argon atmosphere for 2 hours. The mixture was cooled to room temperature, and the reaction solution was diluted with ethyl acetate, and washed with water. The organic layer was collected, dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=96:4) to give 2-(2-thienyl)thiazole (9.87 g) as oil. APCI-Mass m/z 168 (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785403B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-02ac42cd92ec4fcdba6c346cd1381a01 |
| Source note | uspto-grants-2014_07 |