Reaction #95214

Reaction equation

5-amino-3-trichloromethyl-1,2,4-thiadiazole

3-toluoyl chloride

→

pure product

Yield 12.0%

5-(3-Toluamido)-3-Trichloromethyl-1,2,4-Thiadiazole

Yield 12.0%

Solvents

xylene

Conditions

Workup

1. 1
   Temperatureat reflux for 20 hours
2. 2
   Otherthe resulting precipitate removed by filtration
3. 3
   WashThe crude product was washed with petroleum ether
4. 4
   Otherrecrystallized twice from toluene

Procedure

A solution of 22.0 g (0.1 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 16.0 g (0.1 mole) 3-toluoyl chloride in 250 ml xylene was heated at reflux for 20 hours. The reaction mixture was cooled to room temperature and the resulting precipitate removed by filtration. The crude product was washed with petroleum ether and then recrystallized twice from toluene to obtain 4.0 g (12% yield) of pure product; m.p. 142° C.

Source