dimethyl 1,3-bis(4-methylphenyl)-1,2,3,6-tetrahydro-2-phenylpyrimidine-4,5-dicarboxylate | 1350895-45-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl 1,3-bis(4-methylphenyl)-1,2,3,6-tetrahydro-2-phenylpyrimidine-4,5-dicarboxylate
• 英文别名: Dimethyl 1,3-bis(4-methylphenyl)-2-phenyl-2,4-dihydropyrimidine-5,6-dicarboxylate；dimethyl 1,3-bis(4-methylphenyl)-2-phenyl-2,4-dihydropyrimidine-5,6-dicarboxylate
• CAS: 1350895-45-2
• 化学式: C₂₈H₂₈N₂O₄
• 分子量: 456.541
• InChiKey: NTZUMKUZIUYUNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 苯甲醛 、 乙烷,三氯氟- 、 丁炔二酸二甲酯 在 溶剂黄146 、 尿素 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 以63%的产率得到dimethyl 1,3-bis(4-methylphenyl)-1,2,3,6-tetrahydro-2-phenylpyrimidine-4,5-dicarboxylate
  参考文献：
  名称：

  一系列新的C-6未取代四氢嘧啶类化合物：便捷的一锅化学选择性合成，聚集诱导和尺寸无关的排放特征

  摘要：

  在温和的条件下，通过便利的尿素催化的化学选择性五组分反应（5CR）直接合成了一系列新的C-6未取代的四氢嘧啶6。化合物6具有典型的聚集诱导发射增强（AIEE）特性，因为它们在溶液中几乎不发光，但在聚集体中发出蓝色或绿色荧光，荧光产率高达93％。其中一个5CR产品，6个氨基酸，展品的蓝和绿荧光聚集体（BF-和GF-聚集体）。bf和gf聚集体是在不同条件下制备的，并且通过单晶X射线分析证明是由不同的J聚集体产生的。此外，6 aa的bf-和gf-聚合显示出不同寻常的尺寸无关发射（SIE）特性，因为它们在不同尺寸（悬浮颗粒，薄膜，粉末和晶体）中的最大发射波长分别相同，分别为434 nm和484 nm。根据获得的实验结果，讨论了5CR机理，AIEE的起源和SIE特性。

  DOI：

  10.1002/chem.201203012

文献信息

• Use of penta-substituted tetrahydropyrimidines in preparation of thermo-sensitive fluorescent materials
  申请人：SOUTHERN MEDICAL UNIVERSITY

  公开号：US10352857B2

  公开（公告）日：2019-07-16

  The present invention provides use of penta-substituted tetrahydropyrimidines in preparation of thermo-sensitive fluorescent materials. Said penta-substituted tetrahydropyrimidine compounds have linear temperature dependence of red-edge excitation wavelength (LTDREEW). When different excitation wavelengths are chosen, such compounds present fluorescence color and/or fluorescence on-off switch in different temperature ranges. Also their fluorescence intensity ratios or fluorescence intensities exhibit good linear relation or power function relation to temperature, which can be used as the thermo-sensitive fluorescent materials with high sensitivity and wide temperature range (0-450 K).

  本发明提供了五取代四氢嘧啶在制备热敏荧光材料中的应用。所述五取代四氢嘧啶化合物的红边激发波长（LTDREEW）具有线性温度依赖性。当选择不同的激发波长时，这些化合物在不同的温度范围内呈现出不同的荧光颜色和/或荧光开关。此外，它们的荧光强度比或荧光强度与温度呈良好的线性关系或幂函数关系，可用作具有高灵敏度和宽温度范围（0-450 K）的热敏荧光材料。
• PENTA-SUBSTITUTED TETRAHYDROPYRIMIDINES WITH AGGREGATION-INDUCED EMISSION CHARACTERISTICS AND PREPARATION METHOD AND USE THEREOF
  申请人：Zhu Qiuhua

  公开号：US20140051855A1

  公开（公告）日：2014-02-20

  The present invention provides a series of penta-substituted tetrahydropyrimidines with aggregation-induced emission (AIE) characteristics and preparation method and use thereof. The AIE penta-substituted tetrahydropyrimidines have structures shown as formula (I). R 1 is selected from a group consisting of linear or branched alkyls and substituted alkyls. R 2 and R 4 is respectively selected from a group consisting of linear or branched alkyls, substituted alkyls, cycloalkyls, substituted cycloalkyls, aryls, substituted aryls, polycyclic aryls, substituted polycyclic aryls, heterocyclyls, substituted heterocyclyls, aromatic heterocyclyls and substituted aromatic heterocyclyls. R 3 is selected from a group consisting of aryls, substituted aryls, polycyclic aryls, substituted polycyclic aryls, aromatic heterocyclyls and substituted aromatic heterocyclyls. The penta-substituted tetrahydropyrimidines can be prepared by multi-component reactions (MCR). There are 1˜3 aryls in the structure of the penta-substituted tetrahydropyrimidines. The penta-substituted tetrahydropyrimidines possess strong AIE properties and can be used for preparing organic electro-luminescence or photo-luminescence devices, or chemical and biological fluorescent sensors or probes.
• USE OF PENTA-SUBSTITUTED TETRAHYDROPYRIMIDINES IN PREPARATION OF THERMO-SENSITIVE FLUORESCENT MATERIALS
  申请人：SOUTHERN MEDICAL UNIVERSITY

  公开号：US20170307527A1

  公开（公告）日：2017-10-26

  The present invention provides use of penta-substituted tetrahydropyrimidines in preparation of thermo-sensitive fluorescent materials. Said penta-substituted tetrahydropyrimidine compounds have linear temperature dependence of red-edge excitation wavelength (LTDREEW). When different excitation wavelengths are chosen, such compounds present fluorescence color and/or fluorescence intensity on-off switching in different temperature ranges. Also their fluorescence intensity ratios or fluorescence intensities exhibit good linear relation or power function relation to temperature, which can be used as the thermo-sensitive fluorescent materials with high sensitivity and wide temperature range (0-450 K).
• US8906927B2
  申请人：——

  公开号：US8906927B2

  公开（公告）日：2014-12-09
• A New Series of C-6 Unsubstituted Tetrahydropyrimidines: Convenient One-Pot Chemoselective Synthesis, Aggregation-Induced and Size-Independent Emission Characteristics
  作者：Qiuhua Zhu、Lan Huang、Zhipeng Chen、Sichao Zheng、Longyun Lv、Zhibo Zhu、Derong Cao、Huanfeng Jiang、Shuwen Liu

  DOI：10.1002/chem.201203012

  日期：2013.1.21

  A new series of C‐6 unsubstituted tetrahydropyrimidines 6 have been directly synthesized via a convenient urea‐catalyzed chemoselective five‐component reaction (5CR) under mild conditions. Compounds 6 show typical aggregation‐induced emission enhancement (AIEE) characteristics because they are practically no emissive in solution but emit blue or green fluorescence in aggregates with fluorescence yield

  在温和的条件下，通过便利的尿素催化的化学选择性五组分反应（5CR）直接合成了一系列新的C-6未取代的四氢嘧啶6。化合物6具有典型的聚集诱导发射增强（AIEE）特性，因为它们在溶液中几乎不发光，但在聚集体中发出蓝色或绿色荧光，荧光产率高达93％。其中一个5CR产品，6个氨基酸，展品的蓝和绿荧光聚集体（BF-和GF-聚集体）。bf和gf聚集体是在不同条件下制备的，并且通过单晶X射线分析证明是由不同的J聚集体产生的。此外，6 aa的bf-和gf-聚合显示出不同寻常的尺寸无关发射（SIE）特性，因为它们在不同尺寸（悬浮颗粒，薄膜，粉末和晶体）中的最大发射波长分别相同，分别为434 nm和484 nm。根据获得的实验结果，讨论了5CR机理，AIEE的起源和SIE特性。