Study On The Reaction Of 1-Benzoyl-3-Arylthiourea And Carbonyl Compounds

The reaction of l-benzoyI-3-aryIthioureas (la~f) with acetophenone/bromine and acetaldehyde/bromine in the presence of triethylamine was described. The results showed that l-benzoyl-3-aryl-4-hydroxy-4-phenylimidazoline-2-thiones (5a~f) were prepared by the reaction of l-benzoyl-3-arylthioureas (la~f) with acetophenone/bromine in the presence of excess triethylamine. Compounds 5a~f can be transformed to l-benzoyl-3-aryl-4-phenylimidazole-2-thiones (6a~f) when the solution of 5a~f was heated or addition of acid. Similarly, l-benzoyl-3-aryl-4-hydroxyimidazoline-2-thones (lla~f) and l-benzoyl-3-aryl imidazole-2-thiones (12a~f) were obtained by the reaction of l-benzoyl-3-arylthioureas (la~f) with acetaldehyde/bromine in the presence of triethylamine. The structures of 5a~f, 6a~f, lla~f and 12a~f were confirmed by IR, NMR, MS spectra and elemental analyses. In addition, the reaction of l-benzoyl-3-arylthioureas (la~f) with butanone/bromine in the presence of triethylamine was also explored.