Reaction #95221

Reaction equation

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

2-fluorobenzoyl chloride

→

pure product

Yield 10.0%

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

Yield 10.0%

Solvents

xylene

Conditions

Workup

1. 1
   Temperatureat reflux for 20 hours
2. 2
   FiltrationAfter filtration of the reaction mixture
3. 3
   Concentrationthe filtrate was concentrated to 30 ml whereupon a precipitation
4. 4
   Otherresulted
5. 5
   OtherThe precipitate was removed by filtration
6. 6
   Otherrecrystallized from benzene

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) 2-fluorobenzoyl chloride in 250 ml xylene was heated at reflux for 20 hours. After filtration of the reaction mixture, the filtrate was concentrated to 30 ml whereupon a precipitation resulted. The precipitate was removed by filtration and recrystallized from benzene to give 3.4 g (10% yield) of pure product; m.p. 149° C.

Source