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Study On Synthesis Of1,5-Diaryl-1,3,5-Triazinane-2,4-Dithiones

Posted on:2013-11-15Degree:MasterType:Thesis
Country:ChinaCandidate:H F CaiFull Text:PDF
GTID:2231330392450888Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Heterocyclic compounds containing nitrogen atoms have attractedconsiderable scientific and industrial attention due to their novel structure,the diverse coordination pattern, and form various complexes. Moreover,the complexes which formed have very widespread application in porousmaterials, nonlinear optical materials and magnetic materials. Therefore,triazine compounds and its derivatives have been played extensiveattention in drug synthesis, coordinating chemistry and biologicalchemistry.In this thesis, the reactions of1-arylthioureas with aliphatic acids oraryloxy acetic acids were investigated to synthesize6-hydroxyl-6-alkyl-1,5-diaryl-1,3,5-triazinane-2,4-dithiones and6-hydroxy-6-aryloxymethyl-1,5-diaryl-1,3,5-triazinane-2,4-dithiones under mild conditions, whichhave potential biological activities. The main work is divided into threechapters.Chapter1: the biological activitives and synthetic method for1,3,5-triazinane derivatives were reviewed.Chapter2: Novel heterocycles,6-hydroxyl-6-alkyl-1,5-diaryl-1,3,5-triazinane-2,4-dithiones, were synthesized via condensation of1-arylthioureas with aliphatic carboxylic acids catalyzed by ferric chloridehexahydrate at80oC. This method has the advantages of using easilyobtainable materials, simple procedure, mild condition and high yield. Chapter3: An efficient and convenient protocol has been developedfor the synthesis of6-hydroxy-6-aryloxymethyl-1,5-diaryl-1,3,5-triazinane-2,4-dithiones via condensation of1-arylthioureas with aryloxyacetic acids at80oC catalyzed by ferric chloride hexahydrate. Thismethod has the advantages of simple procedure, mild condition and highyield.
Keywords/Search Tags:1-arylthiourea, carboxylic acid, aryloxy acetic acid, 1,3,5-triazinane-2,4-dithione, synthesis
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