Reaction #54394

Reaction equation

3-diallylsulphamoyl-1,2,4-triazole

diethylcarbamoyl chloride

triethylamine

→

1-diethylcarbamoyl-3-diallylsulphamoyl-1,2,4-triazole

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   workup.ADDITIONA mixture of 6.9 g
2. 2
   OtherThe cooled reaction mixture
3. 3
   Filtrationwas filtered
4. 4
   Otherto remove triethylamine hydrochloride
5. 5
   Otherthe filtrate was evaporated
6. 6
   Otherto remove solvent
7. 7
   OtherThe solid residue was recrystallized from petroleum ether, b.p. 60°-80° C.

Procedure

A mixture of 6.9 g. 3-diallylsulphamoyl-1,2,4-triazole, 4.5 g. diethylcarbamoyl chloride, 6ml. triethylamine and 25 ml. dry tetrahydrofuran was refluxed under anhydrous conditions for 1.5 hours. The cooled reaction mixture was filtered to remove triethylamine hydrochloride and the filtrate was evaporated to remove solvent. The solid residue was recrystallized from petroleum ether, b.p. 60°-80° C., to give 1-diethylcarbamoyl-3-diallylsulphamoyl-1,2,4-triazole, m.p. 49°-51° C. Elemental analysis satisfactory.

Source