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

Study on Mannich Reactions of Some Heterocyclic Amines

Author MaoXueRong
Tutor LiZheng
School Northwest Normal University
Course Organic Chemistry
Keywords Mannich Thiadiazol Benzimidazole Aminothiazol Microwave Promoted Compounds Improved yield NMR One-pot phenyl Reaction Three-component Ionic liquids Reaction Naphthol Dihydropyrazolyl Catalyst Heterocyclic amines Solvent-free conditions Substituents
CLC O621.25
Type Master's thesis
Year 2010
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Mannich reaction is considered as amineomethylation. It is an important organic reaction in this century. In recent years, Mannich reaction has a new challenge with the green synthesis - that is to find environmentally friendly catalyst, free-solvent, ionic liquid and so on. In order to improve yield and reduce environmental pollution, we have designed three-component one-pot synthesis of 2 - aminothiazole derivatives, 2– amino - benzimidazole derivatives, 2– amino - 1, 3, 4 - thiadiazole derivatives under microwave irradiation,.Chapter One: Advance in Mannich Reaction' dissertation">Reactionthe Mannich reaction, Mannich reaction component, Mannich base and its applications, and Mannich reaction of development in recent years are reviewed. Chapter two: Study on Mannich Reaction of 1H-benzo[d]imidazol-2-amine Three-component ,one-pot synthesis of 1 - ((1H-benzo [d] imidazole -2 - amino) methyl) -2 - naphthol series of compounds by various aldehydes,β-naphthol, 2-amino-benzimidazol without any catalyst and solvents under microwave irradiation are described.This method has advantages of high yield, short reaction time and simple operation. The structures were confirmed by IR, 11H NMR and 13C NMR.Chapter three: Mannich Reaction of thiazol-2-amineSynthesis of 2-(phenyl (thiazol -2- ylamino) methyl ) naphthalen-1-ols by various aldehydes,β-naphthol, 2 - aminothiazole under the Microwave in the absence of any catalyst and solvent conditions are described. The structures of 2-(phenyl (thiazol -2- ylamino)methyl ) naphthalen-1-ols were confirmed by IR, 1H NMR and 13C NMR.Chapter four: Mannich Reaction of 1,3,4-thiadiazol-2-amineWe have synthesized three different types of derivatives of 1,3,4-thiadiazol- 2-amine through one pot Mannich reaction of three components of aldehyde, compounds containingαactive hydrogen and 1,3,4-thiadiazol-2-amine or 1-(1,3,4-thiadiazol-2-yl)hydrazine by conventional methods. Their structures of the compounds have been confirmed by IR, 1H NMR and 13C NMR.

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