Hydrochloric Acid → 2,2,2-trifluoro-N-(1,3-thiazol-2-yl)acetamide

Into a 250 ml three-necked flask equipped with magnetic stirrer, thermometer, dropping funnel and nitrogen inlet, 5.0 g (49.9 mmol) of 2-aminothiazol and 14.3 g (99.85 mmol) of ethyltrifluoroacetate in 100 ml of tetrahydrofuran are introduced. A solution of 14.4 g (124.8 mmol) of potassium-t-butylate in 50 ml of tetrahydrofuran is added dropwise within 15 minutes to the stirred brown solution, whose internal temperature is kept in the range 20-25° C. using an ice bath. Stirring is continued for another 75 minutes, then 300 ml of a buffer solution is added and pH 7 is adjusted by addition of 2N aq. HCl. Extraction with 300 ml of ethyl acetate is carried through 3 times, the combined organic phases are washed with 250 250 ml of water, dried over MgSO4, and filtered. After evaporating the solvent, the crude product is recrystallized from 2-propanol, yielding 2.26 g of the title product.

1. customInto a 250 ml three-necked flask equipped with magnetic stirrer
2. customis kept in the range 20-25° C.
3. extractionExtraction with 300 ml of ethyl acetate
4. washthe combined organic phases are washed with 250 250 ml of water
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. customAfter evaporating the solvent
8. customthe crude product is recrystallized from 2-propanol

ORD record

ord-ef235faf19834145b0bd12d0b4406943

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09284278B2