Acetic Acid → HCID 178481700, compound

Temperature

-78 °C

To a solution of 2.0 g of 3-mercapto-1,2,4-triazole in 80 ml THF at -78° C., 14.0 ml of a 2.5M solution of n-butyl lithium in hexane were added over a period of 10 minutes. The color of the reaction mixture changed to creamy yellow, then to white, half-way through the addition. Stirring was continued at -78° C. for 1 hour and then the temperature was allowed to rise to 0° C. and kept there for one hour. The reaction mixture was cooled again to -78° C. and 1.6 g of 2-trifluoromethylbenzaldehyde were added slowly. The color of the reaction mixture changed to yellow. The reaction mixture was allowed to warm to room temperature and stirred overnight. The resulting orange solution was cooled to 0° C. and about 1 ml of glacial acetic acid was added. A yellow precipitate formed, which was removed by filtration and put onto a silica gel column. Elution with hexane, then a 1:1 mixture of hexane and diethyl ether, and then diethyl ether yielded 1.1 g of 3-(1-hydroxy-2'-trifluoromethylbenzyl)-4-methyl-5-mercapto-1,2,4-triazole in the form of a white solid.

1. additionthrough the addition
2. customto rise to 0° C.
3. waitkept there for one hour
4. temperatureto warm to room temperature
5. stirringstirred overnight
6. temperatureThe resulting orange solution was cooled to 0° C.
7. customA yellow precipitate formed
8. customwhich was removed by filtration
9. washElution with hexane
10. additiona 1:1 mixture of hexane and diethyl ether

ORD record

ord-78ecb28cab1344679f08c7ba7e52d05f

Source dataset

uspto-grants-1997_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05672567