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Synthesis Of α-aminonitriles Derivatives Sing Potassium Hexacyanoferrate(Ⅱ) As A Reen Cyanide Source

Posted on:2014-09-23Degree:MasterType:Thesis
Country:ChinaCandidate:P X NiuFull Text:PDF
GTID:2321330422459838Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
The organic cyanating reaction is a class of very important organic reaction,because it can take cyano group into organic molecules. The cyanating reaction is auseful routine to synthesie organic intermediates such as nitriles, cyanohydrins,α-aminonitriles, α-amino acids, α-hydroxy acids, α-keto acids, acyl nitriles and so on.Meanwhile, the organic cyanating reaction play a very important role in organicchemical industry, medicine, pesticides, dyes, pigments, liquid crystal materials, andpolymer materials.Nowadays, the common cyanating reagents, such as hydrocyanic acid, metalcyanides (for example sodium cyanide, potassium cyanide, cuprous cyanide, nickelcyanide, zinc cyanide), trimethylyl cyanide and organic cyanating agents, are strongtoxic. Therefore searching, exploring and studying a kind of safe, cheap,environmentally friendly cyanating reagent to replace traditional harmful cyanatingreagents have very vital significance. In this thesis, we use potassiumhexacyanoferrate(II) as an environmentally friendly cyanating reagents, studying thecyanoaroylation of thiazole substituted imines, to synthesiz thiazole substitutedα-aroylaminonitriles and the di(α-aminonitriles) hydrocyanation of diimined tosynthesize.The thesis is divided into three sections:Section1This section mainly introduced application of different cyanating reagents, suchas hydrocyanic acid, metal cyanides, trimethylyl cyanide and organic cyanating agents,and the progress of synthetic methods of α-aminonitriles. Meanwhile, the applicationsof potassium hexacyanoferrate(II) as a environmentally friendly cyanating reagentwere also reviewde.Section2An environmentally friendly method has been developed for the synthesis ofthiazole substituted α-aminonitriles via one-pot method in the presence of potassiumhexacyanoferrate(II) as a green cyanide source, aroyl chlorides as promoters,methylene chloride as solvent and triethylamine as a catalyst. The features of thisreaction are use of environmentally friendly cyanide source, high yield and simple work-up procedure.Section3An environmentally friendly method has been explored for the synthesis ofdi(α-aminonitriles) via the hydrogencyanation reaction of diimines in the presence ofpotassium hexacyanoferrate(II) as a green cyanide source, benzoyl chloride as apromoter, ethanol as solvent, triethylamine as a catalyst. The features of this reactionare use of environmentally friendly cyanide source, high yield, mild condition andsimple work-up procedure.
Keywords/Search Tags:potassium hexacyanoferrate(Ⅱ), environmentally friendly (Ⅱ) reagent, cyanating reaction, α-aminonitrile
PDF Full Text Request
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