N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester | 929102-56-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester
• 英文别名: N-(1-ethoxy-2-thiophen-2-yl-ethylidene)hydrazine carboxylic acid ethyl ester；ethyl 2-(1-ethoxy-2-(thiophen-2-yl)ethylidene)hydrazinecarboxylate
• CAS: 929102-56-7
• 化学式: C₁₁H₁₆N₂O₃S
• 分子量: 256.326
• InChiKey: OWWUTMZLGIXCBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  17.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  59.92
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester 在 一水合肼 作用下， 以 水 为溶剂， 反应 8.0h， 生成 4-amino-5-(thiophen-2-yl-methyl)-2,4-dihydro-1,2,4-triazol-3-one
  参考文献：
  名称：

  Influence of functional group effect on the K-shell X-ray production cross-sections and average fluorescence yields of sulphur in 1,2,4-triazol-5-one compounds containing thiophene

  摘要：

  The influence of the inductive and mesomeric effects on the K X-ray production cross-sections (sigma(K alpha beta)) and average fluorescence yields ((omega) over bar (K alpha beta)) of sulphur atoms in aromatic thiophene ring was investigated. The samples were excited by 5.96 keV photons from a Fe-55 annular radioactive source. K X-rays emitted by samples were counted by an Ultra-LEGe detector with a resolution of 150 eV at 5.96 keV. It was observed the effects of the changing the number of CH2 groups bound to N-4 at position of 1,2,4-triazol-5-one on the K X-ray production cross-sections (sigma(K alpha beta))and average fluorescence yields ((omega) over bar (K alpha beta)) of sulphur in aromatic thiophene ring. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.cplett.2008.07.010

文献信息

• Synthesis, crystal structure, and antioxidant properties of novel 1,2,4-triazol-5-ones containing 3,4-dimethoxyphenyl and 3,4-dihydroxyphenyl moiety
  作者：YASEMİN ÜNVER、SEVGİ MEYDANAL、KEMAL SANCAK、DİLEK ÜNLÜER、REŞAT USTABAŞ、ESRA DÜĞDÜ

  DOI：10.3906/kim-1006-707

  日期：——

  A series of new 4-(3,4-dimethoxyphenethyl)-5-akyl/aryl-2H- 1,2,4-triazol-3(4H)-ones (3a-g) was obtained by the reaction of ethyl 2-(ethoxy)(alkylidene/arylidene)hydrazinecarboxylate (1) and 2-(3,4-dimethoxyphen- yl)ethanamine (2). Compounds 4a-f and 5 were synthesized from the reaction of corresponding compounds 3a-f and 3g with BBr_3, respectively. With elemental analysis, IR, ^1H-NMR, and ^13C-NMR spectral data, 14 newly synthesized compounds were characterized. The structure of compound 3a was inferred through IR, ^1H- and ^13}C-NMR, elemental analysis, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antioxidant properties. Among the chemicals tested, 4a, 4c, 4d, 4f, and 5 exhibited the highest degree of antioxidant activity.

  由 2-(乙氧基)(亚烷基/亚芳基)肼羧酸乙酯 (1) 和 2-(3,4-二甲氧基苯-基)乙胺 (2) 反应得到一系列新的 4-(3,4-二甲氧基苯乙基)-5-酰基/芳基-2H- 1,2,4-三唑-3(4H)-酮 (3a-g)。 化合物 4a-f 和 5 分别由相应的化合物 3a-f 和 3g 与 BBr_3 反应合成。 通过元素分析、红外光谱、^1H-NMR 和 ^13C-NMR光谱数据，对 14 个新合成的化合物进行了表征。 通过红外光谱、^1H-、^13}C-NMR、元素分析和 X 射线光谱技术，推断出了化合物 3a 的结构。 此外，还对新合成的化学物质进行了抗氧化性筛选。 在测试的化学品中，4a、4c、4d、4f 和 5 的抗氧化活性最高。
• The Synthesis of 1,3-Thiazolium Ionic Liquids Combined with 1,2,4- Triazole-5-One by Different Synthetic Pathways
  作者：Gülşah G. Kilinç、Kemal Sancak

  DOI：10.2174/1570178618666210509024404

  日期：2021.12

  (ILs) are essential in green chemistry. In this study, we have synthesized and characterized novel ILs that have two heterocyclic ring systems. IL is synthesized by two different synthetic pathways. The first synthetic pathway is method A that consists of two steps. The first step of reactions involved the synthesis of IL with 1,3-thiazole ring systems, followed by the second step synthesis of 1,3-thiazole

  离子液体 (IL) 在绿色化学中必不可少。在这项研究中，我们合成并表征了具有两个杂环系统的新型 IL。IL 通过两种不同的合成途径合成。第一个合成途径是方法 A，它由两个步骤组成。反应的第一步涉及合成具有 1,3-噻唑环系统的 IL，然后是合成 1,3-噻唑和 1,2,4-三唑-5-on 环系统的第二步。第二种合成途径是方法 B，由三个步骤组成。通过方法 A 和 B 合成 IL，以确认对化学结构进行了 FT-IR、1HNMR、13C-NMR 和质量分析。
• New 1,3,4-thiadiazol derivatives: Synthesis, computational study and X-Ray
  作者：Dilek Ünlüer、Esra Düğdü、Mustafa Emirik、Onur Şahin、Yasemin Ünver、Kemal Sancak

  DOI：10.1016/j.molstruc.2020.127733

  日期：2020.5

  synthesized. The new compounds were characterized by elemental analyses, IR, 1H NMR, 13C NMR and mass spectral studies. The molecular structure of compound 2c was determined by X-ray diffraction. Vibrational data, 1H NMR and 13C NMR chemical shifts of compound 3 b were obtained by DFT/B3LYP/6–311++G(d,p) method and theoretical spectral data were compared with the experimental ones. Furthermore, Gauswiev 5.0

  摘要 在本研究中，4-羟基苯基-3H-1,2,4-三唑-3-one 衍生物 (1a-d)，氰基甲氧基苯基-3-烷基/芳基-5-氧代-4,5-二氢-1H-1 ,2,4-三唑-乙腈 (2a-d) 和双氨基-1,3,4-噻二唑-5-烷基/芳基-2,4-二氢-3H-1,2,4-三唑-3-one (3a-d)被合成。通过元素分析、IR、1H NMR、13C NMR 和质谱研究对新化合物进行了表征。化合物2c的分子结构由X射线衍射确定。通过DFT/B3LYP/6-311++G(d,p)方法获得了化合物3b的振动数据、1H NMR和13C NMR化学位移，并将理论光谱数据与实验数据进行了比较。此外，Gauswiev 5.0 用于可视化化合物 3b 的 MEP 表面计算结果。
• Synthesis and characterization of novel triazol compounds containing a thiophen ring as potential antifungal agents and the structure of 2-(2-hydroxy-2-p-tolyethyl)-5-(thiophen-2-ylmethyl)- 4-(4H-1,2,4-triazol-4-yl)-2H-1,2,4-triazol-3(4H)-one
  作者：YASEMİN ÜNVER、ESRA DÜĞDÜ、KEMAL SANCAK、MUSTAFA ER、REŞAT USTABAŞ

  DOI：10.3906/kim-0904-11

  日期：——

  A series of new 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)- 5-(thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (3a-c) were obtained by reaction N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester (1) and 4-amino-4H-1,2,4-triazoles (2). 4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-2-(2-oxo-2-arylethyl)-5- (thiophen-2-yl-methyl)-2H-1,2,4-triazol-3(4H)-ones (4a-e) and ethyl 2-(4-(3,5-disubstitue-4H-1,2,4-triazol-4-yl)-5-oxo-3-(thiophen-2-ylmethyl)- 4,5-dihydro-1,2,4-triazol-1-yl)acetates (6a-c) were obtained by reaction of compounds 3 and bromoacetophenon derivatives and bromo ethylacetate, respectively. Compounds 5a-e were synthesized from the reaction of corresponding compounds 4a-e with NaBH_4. Compounds 7a-c were obtained by the reaction compounds 6 and LiAlH_4. Seventeen new compounds were synthesized and characterized by elemental analyses, IR, ^1H-NMR, and ^13}C-NMR spectral data. The structure of compound 5d was inferred through IR, ^1H-, ^13}C-NMR, elemental analyses, and X-ray spectral techniques. In addition, the newly synthesized chemicals were screened for their antibacterial and antifungal properties. Among the chemicals tested, 6a and 6b exhibited the highest degree of antifungal activity.

  10种化学物质被证明具有抗菌活性。
• Spectroscopy studies, X-ray diffraction and DFT, HF calculations of 4-allyl-5-(thiophen-2-ylmethyl)-2H-1,2,4-triazol-3(4H)-one
  作者：Can Alaşalvar、Mustafa Serkan Soylu、Yasemin Ünver、Gökhan Apaydın、Dilek Ünlüer

  DOI：10.1016/j.molstruc.2012.10.035

  日期：2013.2

  In this work, 4-allyl-5-(thiophen-2-ylmethyl)-2H-1,2,4-triazol-3(4H)-one has been synthesized and characterized by using FT-IR, H-1 NMR. UV-vis spectra and XRD (X-ray single crystal determination) experimentally and using B3LYP/6-31G(d), HF/6-31G(d) methods theoretically. The structure of compound is stabilized by two intermolecular hydrogen bonds and by intermolecular C-H center dot center dot center dot pi interaction. The molecular geometry, vibrational frequencies and Gauge Including Atomic Orbital (CIAO) 1H chemical shift values of the title compound in the ground state have been calculated using the density functional (B3LYP) and HF method with the 6-31G(d) basis set. The calculated results show that the optimized geometry parameters, the theoretical vibrational frequencies and chemical shift values show good agreement with experimental values. In addition, Mulliken atomic charges of the title compound were calculated and discussed. Besides HOMO-LUMO energy gap, molecular electrostatic potential map and electronic absorption spectra were performed at B3LYP/6-31G(d) level of theory and transition states were also mentioned. (C) 2012 Elsevier B.V. All rights reserved.