Investigation of One-Pot Three-Component Reaction of Naphthalenediols with Formaldehyde and Amines under Catalyst-free Conditions

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Nayebi Gavgani, Hadi | 2012

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Type of Document: M.Sc. Thesis
Language: Farsi
Document No: 43092 (03)
University: Sharif University of Technology
Department: Chemistry
Advisor(s): Saidi, Mohammad Reza; Ziyaei Halimehjani, Azim
Abstract:
In this study, a catalyst-free Mannich reaction is applied for synthesis of 1,3-oxazines as an important class of biologically active compounds. In order to consider environmental application a mixture of water and ethanol is selected as a solvent for the reaction of 2,7-dihydroxynaphthalene with formaldehyde and an amine. Primary consideration of substitution effect on the reaction revealed that aniline and its derivatives with electron-donating substituent and halogens, cause higher yield. Aliphatic amines are not good substrate for this reaction with the exception of benzyl amine
Keywords:
Mannich Reaction ; Aniline ; Oxazine ; Naphthalenediol

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