5-benzyl-1,3-dimethyl-pyrimidine-2,4,6-trione | 15018-52-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-benzyl-1,3-dimethyl-pyrimidine-2,4,6-trione
• 英文别名: 5-benzylidene-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione；5-benzyl-1,3-dimethylpyrimidine-2,4,6(1H,3H,5H)-trione；1,3-dimethyl-5-benzyl-5-cytisylmethylbarbituric acid；5-benzyl-1,3-dimethylbarbituric acid；5-benzyl-N,N-dimethylbarbituric acid；5-benzyl-1,3-dimethyl-barbituric acid；Barbituric acid, 5-benzyl-1,3-dimethyl-；5-benzyl-1,3-dimethyl-1,3-diazinane-2,4,6-trione
• CAS: 15018-52-7
• 化学式: C₁₃H₁₄N₂O₃
• 分子量: 246.266
• InChiKey: JOBKZALYQYGIAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  57.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-benzyl-1,3-dimethyl-pyrimidine-2,4,6-trione 在 sodium azide 、 水 、 三氯氧磷 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 12.0h， 生成 1,3-dimethylpyrimido<4,5-b>quinoline-2,4(1H,3H)-dione
  参考文献：
  名称：

  Hirota, Kosaku; Maruhashi, Kazuo; Asao, Tetsuji, Chemical and pharmaceutical bulletin, 1983, vol. 31, # 11, p. 3959 - 3966

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3,1',3'-tetramethylhydurilic acid 在 sodium hydroxide 、 palladium on activated charcoal 、 五氯化磷 、 丙酮 、 1,1,2,2-四氯乙烷 作用下， 生成 5-benzyl-1,3-dimethyl-pyrimidine-2,4,6-trione
  参考文献：
  名称：

  1,3-Dimethyl-5-alkyl Barbituric Acids

  摘要：

  DOI：

  10.1021/ja01847a008

文献信息

• Pd/C-Catalyzed Alkylation of Heterocyclic Nucleophiles with Alcohols through the “Borrowing Hydrogen” Process
  作者：Anggi Eka Putra、Yohei Oe、Tetsuo Ohta

  DOI：10.1002/ejoc.201501030

  日期：2015.12

  The alkylation of heterocyclic compounds is important for the synthesis of various biologically active compounds. In this paper, we present the development of a Pd/C-catalyzed alkylation of heterocyclic compounds using alcohols as the alkylating agents. This method gives the corresponding alkylated heterocyclic compounds in high yields (up to 99 %). The commercially available catalyst can be recovered

  杂环化合物的烷基化对于合成各种生物活性化合物很重要。在本文中，我们介绍了使用醇作为烷基化剂的 Pd/C 催化的杂环化合物烷基化的开发。该方法以高产率（高达 99%）得到相应的烷基化杂环化合物。市售催化剂可回收重复使用5次，催化效率没有明显损失，转化数（TON）高达900。此外，反应可以扩大规模。
• POLARIZING PLATE PROTECTIVE FILM, POLARIZING PLATE, AND DISPLAY DEVICE
  申请人：FUJIFILM Corporation

  公开号：US20170226317A1

  公开（公告）日：2017-08-10

  A polarizing plate protective film which prevents deterioration of polarization performance in a high temperature, high humidity environment, and a polarizing plate and display device using the film including a compound represented by the following General Formula (I). (X-L n z General Formula (I) X represents a formyl group, a boronic acid group, or a group represented by the following General Formula (I-B) or a group represented by the following General Formula (I-C), where L represents a single bond or divalent linking group, and n represents an integer equal to or greater than 2. When n is 2, Z represents a single bond or a divalent group, and when n≧3, Z represents an n-valent group. R A and R B represent an alkyl group, a cycloalkyl group, an aryl group, or an acyl group. R A and R B may be bonded to each other to form a ring. * represents a bond to be bonded to L.

  一种偏光板保护膜，可防止在高温高湿环境中偏光性能的恶化，以及使用包括下述一般式（I）所代表的化合物的偏光板和显示装置。 （X-L n z 一般式（I） X代表甲酰基、硼酸基或由下述一般式（I-B）所代表的基团或由下述一般式（I-C）所代表的基团，其中L代表单键或二价连接基团，n代表大于或等于2的整数。当n为2时，Z代表单键或二价基团，当n≧3时，Z代表n价基团。 RA和RB代表烷基、环烷基、芳基或酰基。RA和RB可以相互连接形成环。*代表要连接到L的键。
• Sequential one-pot bimetallic Ir(<scp>iii</scp>)/Pd(<scp>0</scp>) catalysed mono-/bis-alkylation and spirocyclisation processes of 1,3-dimethylbarbituric acid and allenes
  作者：Christian Löfberg、Ronald Grigg、Ann Keep、Andrew Derrick、Visuvanathar Sridharan、Colin Kilner

  DOI：10.1039/b614098j

  日期：——

  Microwave assisted indirect functionalization of alcohols with 1,3-dimethylbarbituric acid followed by spirocyclisation employing a sequential one-pot Ir(III)/Pd(0) catalysed process, involving the formation of three new C–C bonds, one spirocyclic ring and one di- or tri-substituted exocyclic alkene, is described.

  微波辅助下，通过一步连续的Ir(III)/Pd(0)催化反应，利用1,3-二甲基巴比妥酸对醇进行间接官能团化，随后进行螺环化反应，涉及形成三个新的C–C键、一个螺环结构以及一个二取代或三取代的环外烯烃，这一过程得以描述。
• Ruthenium-catalyzed selective synthesis of monoalkylated barbituric acids through “borrowing hydrogen” methodology
  作者：Anggi Eka Putra、Yohei Oe、Tetsuo Ohta

  DOI：10.1016/j.tetlet.2017.01.070

  日期：2017.3

  An environmentally benign alkylation of barbituric acids via “borrowing hydrogen” process with ruthenium catalysis has been established. The corresponding 5-(alkyl)barubituric acids were obtained in good to excellent yields with low catalyst loading. Various substrates including aliphatic alcohols were tolerated in the present catalytic system. A novel method for construction of barbituric acid-fused

  已经建立了通过“借入氢”过程和钌催化对巴比妥酸进行无害环境的烷基化反应。以良好的至优异的产率和较低的催化剂负载量获得了相应的5-（烷基）Barubituric酸。在本催化体系中，包括脂肪族醇在内的各种底物是可以容忍的。还证明了一种新的构建巴比妥酸稠合的苯并吡喃衍生物的方法。
• Iron‐Catalyzed Borrowing Hydrogen <i>C</i> ‐Alkylation of Oxindoles with Alcohols
  作者：Mubarak B. Dambatta、Kurt Polidano、Alexander D. Northey、Jonathan M. J. Williams、Louis C. Morrill

  DOI：10.1002/cssc.201900799

  日期：——

  general and efficient iron‐catalyzed C‐alkylation of oxindoles has been developed. This borrowing hydrogen approach employing a (cyclopentadienone)iron carbonyl complex (2 mol %) exhibited a broad reaction scope, allowing benzylic and simple primary and secondary aliphatic alcohols to be employed as alkylating agents. A variety of oxindoles underwent selective mono‐C3‐alkylation in good‐to‐excellent

  已经开发了一种普遍有效的铁催化的吲哚的C烷基化反应。使用（环戊二烯酮）羰基铁络合物（2mol％）的这种借入氢方法表现出广泛的反应范围，允许将苄基和简单的伯和仲脂肪族醇用作烷基化剂。各种羟吲哚以良好的分离效率进行了选择性的单C 3-烷基化反应（28个实例，50-92％的产率，79％的平均产率）。