5-[4-(二甲基氨基)亚苄基]-2-硫代巴比妥酸 | 27430-15-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-[4-(二甲基氨基)亚苄基]-2-硫代巴比妥酸
• 英文名称: 5-[4-(N,N-dimethylamino)benzylidene]-2-thiobarbituric acid
• 英文别名: 5-(p-dimethylaminobenzylidene)-2-thiobarbituric acid；4,5-Dimethylaminobenzylidene-2-thiobarbituric acid；5-[[4-(dimethylamino)phenyl]methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS: 27430-15-5
• 化学式: C₁₃H₁₃N₃O₂S
• mdl: MFCD00118019
• 分子量: 275.331
• InChiKey: UOUVLKPLCQPNES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  93.5
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933599090

反应信息

• 作为产物：
  描述：

  4,6-二羟基-2-巯基嘧啶 生成 5-[4-(二甲基氨基)亚苄基]-2-硫代巴比妥酸
  参考文献：
  名称：

  DYACHKOV A. I.; IVIN B. A.; SMORYGO N. A.; SOCHILIN E. G., ZH. ORGAN. XIMII , 1976, 12, HO 5, 1115-1122

  摘要：

  DOI：

文献信息

• Microwave‐associate synthesis of Co ₃ O ₄ nanoparticles as an effcient nanocatalyst for the synthesis of arylidene barbituric and Meldrum's acid derivatives in green media
  作者：Mahdieh Yahyazadehfar、Enayatollah Sheikhhosseini、Sayed Ali Ahmadi、Dadkhoda Ghazanfari

  DOI：10.1002/aoc.5100

  日期：——

  conditions using controlled, effective, and facile microwave method. The final nanostructures were characterized by SEM, XRD, and TEM analyses. The products had a small size distribution, homogeneous morphology, and crystallographic structures associated with the formation of Co3O4 nanostructures. Moreover, EDS mapping analysis confirmed the existence of Co and O elements in the final structure, and the

  在这项研究中，使用可控，有效且简便的微波方法，在环境适宜的条件下构建了Co 3 O 4纳米催化剂。通过SEM，XRD和TEM分析来表征最终的纳米结构。产物具有较小的尺寸分布，均匀的形态和与Co 3 O 4形成相关的晶体结构纳米结构。此外，EDS作图分析证实了最终结构中存在Co和O元素，并通过VSM研究了样品的磁性。此纳米结构中的催化方法中的应用进一步检查，结果表明，它可作为一种新的候选为亚芳基巴比妥和麦德鲁姆的合成， s至由巴比妥和麦德鲁姆醛的Knoevenagel缩合酸， S酸性中水性介质。这些纳米催化剂的高产率将由纳米结构的性质以及本研究开发的实验程序来证明，这影响了产物的理化特性。
• Synthesis and Theoretical Investigation of 5-(4- Dimethylaminobenzylidene)thiobarbituric Acid
  作者：Ahmed H. Mageed、Karrar A.S. Al-Ameed

  DOI：10.14233/ajchem.2013.12595

  日期：——

  In this study, synthesis of 5-benzylidene thiobarbituric acid derivative has been described. The route of preparation involved the uses of thiobarbituric acid as starting material and treated with 4-dimethylaminobenzaldehyde compound to give required derivative. This compound was identified by spectroscopic methods; H NMR, FTIR and CHNS analysis and also by measuring its melting point. A theoretical investigation is performed using hybrid Beck model (B3LYP), ESP showed regular distribution of charge density of whole molecule when one of the two proton is removed from a-carbon, the ESP for HOMO electron density is heavily localized on a negative carbon, reflect the reactivity of thiobarbituric molecule and show it as highly effective nucleophile when act into nucleophilic substitution reactions.

  在本研究中，描述了5-亚苄基硫巴比妥酸衍生物的合成。制备路线涉及使用硫巴比妥酸作为起始材料，并与4-二甲氨基苯甲醛化合物反应，得到所需的衍生物。通过光谱学方法（氢核磁共振（H NMR）、傅里叶变换红外光谱（FTIR）和CHNS分析）以及测定其熔点来鉴定该化合物。进行了理论研究，使用混合Beck模型（B3LYP），静电势（ESP）显示当从α-碳移除其中一个质子时，整个分子的电荷密度分布规律。对于最高占据分子轨道（HOMO）电子密度的ESP主要集中在负碳上，反映了硫巴比妥分子的反应性，并表明它在参与亲核取代反应时是一个高效的亲核试剂。
• Organic Reactions in Ionic Liquids: Ionic Liquid Promoted Knoevenagel Condensation of Aromatic Aldehydes with (2‐Thio)Barbituric Acid
  作者：Yi Hu、Zhen‐Chu Chen、Zhang‐Gao Le、Qin‐Guo Zheng

  DOI：10.1081/scc-200043210

  日期：2004.1

  Abstract The Knoevenagel condensation of aromatic aldehydes with (2‐thio)barbituric acid proceeded efficiently in reusable ionic liquids, EAN, BmimBF4, and BmimPF6 at room temperature in the absence of any catalyst with high yields.

  摘要 芳香醛与（2-硫代）巴比妥酸的 Knoevenagel 缩合在可重复使用的离子液体 EAN、BmimBF4 和 BmimPF6 中在室温下在没有任何催化剂的情况下以高产率高效进行。
• Green Chemistry Approaches to the Synthesis of 5-Arylidenethiobarbituric Acids by a Condensation Reactions between Aromatic Aldehydes and Thiobarbituric Acid: Comparison of Water, Microwave Irradiation, and Grinding
  作者：Jun Lu、Yingying Li、Yinjuan Bai、Min Tian

  DOI：10.3987/com-03-9957

  日期：——

  A general and practical green chemistry route to the synthesis of 5-arylidenethiobarbituric acids is described from aromatic aldehydes and thiobarbituric acid under three different sets of reaction conditions: water without catalyst conditions, microwave irradiation, and grinding method using NH 4 OAc as a catalyst at room temperature.

  描述了从芳香醛和硫代巴比妥酸在三组不同的反应条件下合成 5-亚芳基硫代巴比妥酸的通用和实用的绿色化学路线：无催化剂条件的水、微波辐射和使用 NH 4 OAc 作为催化剂的研磨法室内温度。
• 1‐<i>n</i>‐Butyl‐3‐Methylimmidazolium Tetrafluoroborate–Promoted Green Synthesis of 5‐Arylidene Barbituric Acids and Thiobarbituric Acid Derivatives
  作者：Chun Wang、Jing‐jun Ma、Xin Zhou、Xiao‐huan Zang、Zhi Wang、Yong‐jun Gao、Peng‐lei Cui

  DOI：10.1080/00397910500288254

  日期：2005.11.1

  Abstract The room temperature ionic liquid 1‐n‐butyl‐3‐methylimmidazolium tetrafluoroborate ([bmim]BF4) was used to promote the synthesis of 5‐arylidene barbituric acids and thiobarbituric acid derivatives under the solid‐state conditions of grinding or microwave irradiation without organic solvent. The yields were 77.9–96.2%. It is shown that the proposed method is fast, efficient, and environmentally benign

  摘要 室温离子液体 1-n-丁基-3-甲基咪唑四氟硼酸盐 ([bmim]BF4) 用于在固态研磨或微波辐射条件下促进 5-亚芳基巴比妥酸和硫代巴比妥酸衍生物的合成。有机溶剂。产率为 77.9-96.2%。结果表明，所提出的方法快速、高效且对环境无害。