HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Trifluoromethyl)dihydro-2H-pyran-2,6(3H)-dione → N-[4-chloro-2-fluoro-5-(1-methoxycarbonyl-cyclobutylthio)-phenyl]-3-trifluoromethylglutaric acid monoamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Trifluoromethyl)dihydro-2H-pyran-2,6(3H)-dione | HCID 15744244 | — |
| Reactant | 1-(5-Amino-2-chloro-4-fluorophenylthio)-cyclobutanecarboxylic acid methyl ester | HCID 54481261 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | N-[4-chloro-2-fluoro-5-(1-methoxycarbonyl-cyclobutylthio)-phenyl]-3-trifluoromethylglutaric acid monoamide | HCID 21749659 | 84.7% |
Reaction Steps
A mixture of 3.6 g of 3-trifluoromethylglutaric anhydride and 5.8 g of 1-(5-amino-2-chloro-4-fluoro-phenylthio)-cyclobutanecarboxylic acid methyl ester in 65 ml of benzene is heated under reflux for 3 hours while stirring. The resulting precipitate is then separated off, washed with diisopropyl ether and dried, yielding 7.9 g of N-[4-chloro-2-fluoro-5-(1-methoxycarbonyl-cyclobutylthio)-phenyl]-3-trifluoromethylglutaric acid monoamide having a melting point of from +165° to +167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05180418 |
| Source dataset | uspto-grants-1993_01 |
| ORD ID | ord-15a560a22a2049c48e87c303fa561198 |
| Source note | uspto-grants-1993_01 |