Hydrazine hydrate (1:1) → HCID 178506330, compound

Temperature

0 °C

1.25 g of hydrazine hydrate was dissolved to 45 ml of ethanol, and it was cooled to 0° C. 5.38 g of ethyl 2,2,3,3,3-pentafluoropropionate was dropped to it over the period of 15 minutes, followed by stirring at 0° C. for 1 hour. 2.61 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. 50 ml of acetic acid was added to the residue, followed by stirring at 100° C. for 5 hours. The reaction mixture was concentrated under reduced pressure. Saturated aqueous solution of sodium hydrogen carbonate was added to the residue so as to be around 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 subjected to silica gel column chromatography to obtain 2.98 g of 3-pentafluoroethyl-1H-1,2,4-triazole.

1. stirringby stirring at room temperature for 30 minutes
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. addition50 ml of acetic acid was added to the residue
4. stirringby stirring at 100° C. for 5 hours
5. concentrationThe reaction mixture was concentrated under reduced pressure
6. additionSaturated aqueous solution of sodium hydrogen carbonate was added to the residue so as
7. extractionAnd then it was extracted with ethyl acetate
8. dry with materialThe organic layer was dried over anhydrous sodium sulfate
9. concentrationconcentrated under reduced pressure

ORD record

ord-d3e78bbd11e245cfae2d386e9301bac4

Source dataset

uspto-grants-2009_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07541374B2