Water → 2,2,2-Trichloroethyl 1,2,3-thiadiazol-5-ylcarbamate

To a solution of 1,2,3-thiadiazol-5-amine and pyridine (0.129 ml, 4.00 mmol) in tetrahydrofuran (4.5 ml) was added 2,2,2-trichloroethyl chloroformate (0.220 ml, 2.00 mmol) under ice-cooling, and the mixture was stirred at room temperature for 2 hours. Water was poured to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was added to the residue, and 190 mg (51.6%) of the desired product was collected by filtration as a solid.

1. temperaturecooling
2. extractionthe mixture was extracted with ethyl acetate
3. washThe extract was washed with water
4. dry with materialdried over anhydrous magnesium sulfate
5. distillationthe solvent was distilled off under reduced pressure
6. additionHexane was added to the residue, and 190 mg (51.6%) of the desired product
7. filtrationwas collected by filtration as a solid

ORD record

ord-2dfe31850c2f4e11bcfc0bb8cbff4b0e

Source dataset

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07851473B2