HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → Ethyl 2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Thioacetamide | HCID 2723949 | — |
| Reactant | Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate | HCID 2737165 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | Ethyl 2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate | HCID 1486077 | 56.4% |
Reaction Steps
6.00 g of ethyl 2-chloro-4,4,4-trifluoroacetoacetate and 2.06 g of thioacetamide were dissolved in 30 ml of acetic acid and the mixture was refluxed for 6 hours with stirring. The resulting solution was neutralized with aqueous sodium bicarbonate solution, then extracted with ethyl acetate and the organic layer was concentrated. The residue was chromatographed on silica gel (eluent; n-hexane:chloroform:tetrahydrofuran=6:2:1 V/V) to obtain 3.7 g of ethyl 2-methyl-4-trifluoromethylthiazole-5-carboxylate (yield 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04837242 |
| Source dataset | uspto-grants-1989_06 |
| ORD ID | ord-3e9e37eac90f4cc69ed860e8e3fb9954 |
| Source note | uspto-grants-1989_06 |