HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Ethyl 2-(diethoxymethyl)thiazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 2,2-Diethoxythioacetamide | HCID 2794734 | — |
| Reactant | Ethylbromopyruvate | HCID 21948992 | — |
| Product | Ethyl 2-(diethoxymethyl)thiazole-4-carboxylate | HCID 16220290 | 93% |
Reaction Steps
2,2-Diethoxyethanethioamide (0.654 g, 6.03 mmol; see step (iii) above) and ethylbromopyruvate (Aldrich) (1.28 g, 6.10 mmol) were dissolved in ethanol (10 mL) in the presence of 4 Å molecular sieves (1 g). The mixture was refluxed for 45 min and the solvent removed under reduced pressure. The residue was then dissolved in ethyl acetate (20 mL) and extracted with saturated. NaHCO3 solution (2×20 mL), and brine (2×20 mL). The organic fraction was then dried (MgSO4), filtered and the solvent removed under reduced pressure to yield the sub-title compound (1.452 g, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012967B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-cdb771d46e084b72ae9df8d9524a6f1a |
| Source note | uspto-grants-2011_09 |