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Research On The Green Synthesis Of Alkyl-2-naphthols And 2,4,6-triarylpyridines Derivatives

Posted on:2016-06-12Degree:MasterType:Thesis
Country:ChinaCandidate:Z Y YangFull Text:PDF
GTID:2191330461461005Subject:Applied Chemistry
Abstract/Summary:PDF Full Text Request
1-(N-carbamato)-alkyl-2-naphthols, 1-(1-amido)-alkyl-2-naphthol and 2, 4, 6-triarylpyridines derivatives possess distinct pharmaceutical and biological activities. They are important intermediates in medicinal synthesis and they are applied widely in the field of agrochemicals and drugs. The thesis consists of three parts including the green sysnthesis of 1-carbamato-alkyl-2-naphthols, 1-(1-amide)alkyl-2-naphthol and 2,4,6-triarylpyridines derivatives.In the first part, the 1-(N-carbamato)-alkyl-2-naphthols were synthesized by a three-component, one-pot condensation of 2-naphthol, aldehydes and carbamate in the presence of AlCl3·6H2O catalyst without solvent at 70 oC. The optimum operation conditions were as follows: the molar ratio of 2-naphthol, aldehydes and carbamate is 1 : 1 : 1.1. the amount of catalyst is 2 mol%(based on the mole of 2-naphthol) The excess amount of carbamate would promote the reaction more fully. The yields of products are 82-94%.In the second part, a series of 1-(1-amide)-alkyl-2-naphthols were synthesized by a three-component, one-pot condensation of 2-naphthol, aldehydes and amide/urea in the presence of Al(NO3)3·9H2O catalyst without solvent at 80 oC. The optimum operation conditions were follows: the molar ratio of 2-naphthol, aldehydes and amide/urea 1:1:1.1, the amount of catalyst is 2.5 mol%(based on the mole of 2-naphthol). The yields of products are 65-96%.In the third part, nineteen 2,4,6-triarylpyridines were synthesized by a one-pot three-component condensation of aromatic aldehyde, aromatic ketone and ammonium acetate without solvent and catalyst. The optimum operation conditions were as follows: the molar ratio of aromatic aldehyde, aromatic ketone and ammonium acetate is 1:2:1.3, the temperature at 130 oC. The yields of products are 60-86 %.The structures of products were characterized by IR, 1H NMR, MS and elemental analysis.
Keywords/Search Tags:1-(N-Carbamato)-alkyl-2-naphthols, 1-(1-Amide)-alkyl-2-naphthol, 2,4,6-Triarylpyridines, Multi-component reaction, Green chemistry
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