Cyclocondensation of 5-Phenyl-2-amino-1,3,4-thiadiazole (2) with 1-Adamantyl bromomethylketone (1) under various reaction conditions to form title compounds.

aReaction temperature = 80°C
bReaction temperature = 95°C
cReaction temperature = 120°C
dReaction temperature = 60°C.
It can be seen that using nano-MgO as a base and employing ionic liquids instead of traditional organic solvents considerably increase yields above 90%.