Synthesis of Dithiocarbamate Derivatives and Aminolysis of Epoxides in Water and under Different Conditions

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Gholami, Hadi | 2011

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Type of Document: M.Sc. Thesis
Language: Farsi
Document No: 41308 (03)
University: Sharif University of Technology
Department: Chemistry
Advisor(s): Saeedi, Mohammad Reza; Ziyaei Halimehjani, Azim
Abstract:
This research project contains two parts that investigating new approaches for becoming closer to green chemistry principals is clear in it. In the first part we tried to synthesis dithiocarbamate salts using aromatic amins and than Michael addition of them to prepare bifunctional dithiocarbamats. But we found ?-thiols as final product. In the second part of this project, we investigated the regioselective epoxide ring opening with aromatic amines by using boric acid and glycerol in water as a green media. Corresponding ?-amino alcohols were obtained with excellent yields and considerable regioselectivity. High yields of the products, mild reaction conditions, using green catalyst and water as a green solvent are some advantages of this procedure.Also, we investigated epoxides ring opening iunder catalyst- and solvent-free conditions. Without using any catalysts a variety of epoxides undergo ring-opening by aromatic amines to afford the corresponding 1, 2-amino alcohols in high to excellent yields with good regioselectivity in the presence of water as solvent. Also, these reactions carried out under solvent-free conditions to approach green chemistry principles
Keywords:
Dithiocarbamate ; Amines ; Epoxide ; Boric Acid ; Beta Amino Alcohol

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