HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → Ethyl 1,3-thiazole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | 2-Trimethylsilylthiazole | HCID 588453 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 1,3-thiazole-2-carboxylate | HCID 13032471 | 85,247% |
Reaction Steps
To a mixture of 2-trimethylsilylthiazole (135 g, 858 1 mmol) in toluene (1350 mL) add a solution of ethyl chloroformate (98.4 mL, 1.03 mol) in toluene (1350 mL) over 15 min. Stir the reaction at 22° C. for 2 h. Add the solution over aqueous sodium carbonate 25% (wt/wt) (5 L) and stir for 30 min. Separate the organic layer and re-extract the aqueous layer with methylene chloride (2×1 L). Combine the organic layers and evaporate the solvent to provide the title compound (134 g, 99%). ES/MS m/z 158 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030304B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-c26c4e0a81ed40ca9dbe3486108af4a8 |
| Source note | uspto-grants-2011_10 |