Study On The Reaction Of Manganese Acetate And Thioureas

Derivatives of N-acetylurea, benzothiazole and amidine are important organic intermediates. Due to their potent antitumor activity and other important pharmaceutical utilities, it is important to study the synthesis of these compounds.In this thesis, we designed and synthesized a series of thioureas, which was readily prepared from commercially available benzanilide and carbon disulfide. These compounds were reacted with Mn(OAc)₃·2H₂O in acetonitile under traditional heating to afford 1-acetyl-1, 3-diarylureas ( 2a-g ), 1-acetyl-1-aryl-3-cyclohexylureas ( 4a-g ), 1-acetyl-1-aryl -3-cyclopentylureas ( 6a-f), 2-naphthylthiazoles ( 8a-8d ), 2-morpholinyl benzothiazoles ( 10a-j ), 2-piperidinylbenzothiazoles ( 12a-j ) and derivatives of amidines ( 10a'-j' ), ( 12a'-j' ). Their structures were confirmed by X-ray analysis, ¹HNMR, ¹³CNMR and HRMS spectra. Based on these reactions, we also proposed a rational mechanism for manganese (III) triacetate-promoted regioselective N-acetylation and radical cyclization reactions.