HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thioacetamide → Ethyl 2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thioacetamide | HCID 2723949 | — |
| Reactant | Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate | HCID 2737165 | — |
| Reactant | L-Altrose | HCID 10219674 | — |
| Product | Ethyl 2-methyl-4-(trifluoromethyl)-1,3-thiazole-5-carboxylate | HCID 1486077 | — |
Reaction Steps
U.S. Pat. No. 5,045,554 (Alt et al., 9/91), herein incorporated by reference, discloses the reaction of ethyl 4,4,4-trifluoro-2-chloroacetoacetate and thioacetamide to produce ethyl 2-methyl-4-(trifluoromethyl)thiazole-5-carboxylate, which was in turn used to produce fungicidal thiazolecarboxanilides. The reaction produced the thiazole in one step by refluxing the reactants in dimethylformamide, but had only a 38% isolated yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05880288 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-ecb65e45935042f6b4a113ea797ad146 |
| Source note | uspto-grants-1999_03 |