Ethyl trifluoroacetate → HCID 67387231, compound

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Reaction Steps

First, 3.0 g of ethyl trifluoroacetate and 10 mL of 1-butanol were put in a 100 mL three-neck flask and stirred with being cooled with ice for 10 minutes. After the stirring, 1.1 g of hydrazine monohydrate was added to this mixed solution, and the solution was stirred for 30 minutes while the temperature was increased to room temperature. Then, 5.1 g of ethyl N-phenyl-4-fluorobenzenecarboximidothioate was added to this reacted solution, and the reacted solution was heated and refluxed at 130° C. for 5 hours. After the reflux, 1-butanol was distilled off under a reduced pressure to give an oily substance. The given oily substance was purified by silica gel column chromatography. A mixed solvent of toluene:ethyl acetate=4:1 (v/v) was used as a developing solvent. The obtained fraction was concentrated to give a solid. This solid was recrystallized from a mixed solvent of ethanol and hexane, so that 3-(4-fluorophenyl)-4-phenyl-5-trifluoromethyl-4H-1,2,4-triazole (abbreviation: HCF3Fptz) was prepared (a white solid, yield: 27%). The synthetic scheme of Step 1 is shown by (a-3).

Provenance & Evidence