Phosgene → 5-Hexyl-1,3,4-thiadiazol-2-yl isocyanate
Reaction equation
[C:1](Cl)(Cl)=[O:2].[CH2:5]([C:11]1[S:15][C:14]([NH2:16])=[N:13][N:12]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>C(OCC)(=O)C>[CH2:5]([C:11]1[S:15][C:14]([N:16]=[C:1]=[O:2])=[N:13][N:12]=1)[CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A saturated solution of phosgene in ethyl acetate (100 ml) is charged into a glass reaction vessel equipped with a mechanical stirrer. A slurry of 5-hexyl-2-amino-1,3,4-thiadiazole (40 grams) in ethyl acetate (300 ml) is added to the reaction vessel, and the resulting mixture is stirred for a period of about 16 hours, resulting in the formation of a precipitate. The reaction mixture is then purged with nitrogen gas to remove unreacted phosgene. The purged mixture is then filtered to recover the precipitate. The precipitate is then recrystallized to yield the desired product 5-hexyl-1,3,4-thiadiazol-2-yl isocyanate dimer.