Reaction #95219

Reaction equation

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

3,5-dinitrobenzoyl chloride

→

pure product

Yield 85.0%

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

Yield 85.0%

Solvents

toluene

Conditions

Workup

1. 1
   OtherThe crude product precipitated from the reaction mixture
2. 2
   FiltrationAfter isolation by filtration
3. 3
   Washthe residue was washed with hot petroleum ether
4. 4
   Otherfinally recrystallized from methylene chloride

Procedure

A solution of 10.9 g (0.05 mole) 5-amino-3-trichloromethyl-1,2,4-thiadiazole and 12.6 g (0.055 mole) 3,5-dinitrobenzoyl chloride in 200 ml toluene was refluxed for 20 hours. The crude product precipitated from the reaction mixture upon cooling to -10° C. After isolation by filtration, the residue was washed with hot petroleum ether and finally recrystallized from methylene chloride to give 17.5 g (85% yield) of pure product; m.p. 197° C.

Source