HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-chloro-3-oxopentanoate → Methyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-chloro-3-oxopentanoate | HCID 545096 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate | HCID 735005 | 95% |
Reaction Steps
Methyl 2-chloro-3-oxo-pentanoate obtained in Example (22a) (1.91 g, 11.57 mmol) was dissolved in ethanol (50 mL). Thiourea (0.77 g, 10.09 mmol) was added, and the mixture was heated under reflux for 1.5 hours. The reaction solution was concentrated under reduced pressure, diluted with ethyl acetate, washed with saturated aqueous sodium bicarbonate solution and brine, and dried over anhydrous sodium sulfate. Following concentration under reduced pressure, the residue was washed with hexane/ethyl acetate: 5/1 to obtain 1.78 g of the title compound as a pale yellow solid (95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536197B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-ea1f7a3df7b74b1c8ff1b2b03700b2c2 |
| Source note | uspto-grants-2013_09 |