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Study on the Reaction of Manganese Acetate and Thioureas

Author: QianQiuFeng
Tutor: ZouJianPing；ZengRunSheng
School: Suzhou University
Course: Organic Chemistry
Keywords: N-acetylurea benzothiazole derivatives of amidine N-acetylation reaction radical reaction
CLC: O621.25
Type: Master's thesis
Year: 2006
Downloads: 53
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Abstract


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.

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Properties of organic compounds > Chemical properties of organic reactions
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