Ethyl trifluoroacetate → HCID 178506277, compound

Temperature

0 °C

4.76 g of hydrazine hydrate was dissolved to 160 ml of ethanol, and it was cooled to 0° C. 14.21 g of ethyl 2,2,2-trifluoroacetate was dropped to it over the period of 30 minutes, followed by stirring at 0° C. for 1 hour. 9.89 g of formamidine acetic acid salt was added to the reaction mixture, followed by stirring at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure. 200 ml of acetic acid was added to the residue, followed by stirring at 100° C. for 5 hours. The reaction mixture which was cooled to room temperature was concentrated under reduced pressure. Saturated aqueous solution of sodium hydrogen carbonate was added to the residue so as to be pH 6. And then it was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was recrystallized from hexane to obtain 5.44 g of 3-(trifluoromethyl)-1H-1,2,4-triazole.

1. stirringby stirring at room temperature for 30 minutes
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. addition200 ml of acetic acid was added to the residue
4. stirringby stirring at 100° C. for 5 hours
5. temperatureThe reaction mixture which was cooled to room temperature
6. concentrationwas concentrated under reduced pressure
7. additionSaturated aqueous solution of sodium hydrogen carbonate was added to the residue so as
8. extractionAnd then it was extracted with ethyl acetate
9. dry with materialThe organic layer was dried over anhydrous sodium sulfate
10. concentrationconcentrated under reduced pressure
11. customThe residue was recrystallized from hexane

ORD record

ord-3b0e7f165d864207baaf0a93c0222f14

Source dataset

uspto-grants-2009_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07541374B2