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Synthesis of Schiff and Mannich bases of news-triazole derivatives and their potential applications for removal of heavy metals from aqueous solution and as antimicrobial agents

机译:Schiff和Mannich新闻 - 三唑衍生物基地的合成及其潜在应用,从水溶液中除去重金属和抗微生物剂

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摘要

An efficient, simple, and one-pot double Mannich reaction was performed for the synthesis of cyclized 2-methyl-6-substituted-6,7-dihydro-5H-s-triazolo[5,1-b]-1,3,5-thiadiazinesviaa reaction of 5-methyl-1H-s-triazole-3-thiol (1) with formaldehyde and primary aliphatic amines in ethanol at room temperature, while with primary aromatic amines, uncyclized 3-methyl-1-((substituted-amino)methyl)-1H-s-triazole-5-thiols were produced. Under Mannich reaction conditions, 4-amino-3-methyl-s-triazole-5-thiol (8) reacted with formaldehyde only in boiling ethanol or at room temperature to afford 3-methyl-5,6-dihydro-s-triazolo[3,4-b]-1,3,4-thiadiazole without incorporation of secondary amine. Furthermore, after reaction of compound8with aromatic aldehydes under different reaction conditions, uncyclized Schiff's bases were produced. Therefore, reaction of these Schiff's bases with primary or secondary amines with formaldehyde in ethanol at room temperature afforded the corresponding Mannich bases13-14. The structures of all new compounds were confirmed using spectral analysis. Furthermore, most of the synthesized derivatives showed high efficiency for removal of Pb2+, Cd2+, Ca2+, and Mg(2+)from aqueous solutions, as well as antimicrobial activity.
机译:进行高效,简单,单罐双甘地色反应,用于合成环化的2-甲基-6-取代-6,7-二氢-5H-S-三唑[5,1-B] -1,3, 5-甲基-1H-S-三唑-3-巯基(1)的5-噻唑苯胺反应在室温下用甲甲醇和原代脂族胺反应,同时用初级芳族胺,无肾3-甲基-1-((取代 - 制备氨基)甲基)-1H-S-三唑-5-硫醇。在Mannich反应条件下,4-氨基-3-甲基-S-三唑-5-硫醇(8)仅在沸腾乙醇或室温下与甲醛反应,得到3-甲基-5,6-二氢-S-TRIAZOLO [ 3,4-b] -1,3,4-噻二唑不掺入仲胺。此外,在不同反应条件下芳香族醛的反应后,产生无柔性的Schiff的基础。因此,在室温下在乙醇中具有甲醛的初级或仲胺与初级或仲胺的反应得到了相应的曼尼奇碱基13-14。使用光谱分析确认所有新化合物的结构。此外,大多数合成衍生物显示出从水溶液以及抗微生物溶液中除去Pb2 +,Cd2 +,Ca2 +和Mg(2+)的高效率,以及抗微生物活性。

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