6-amino-5-[6'-amino-1',3'-dimethyl-2',4'-dioxo-1',2',3',4'-tetrahydro-5'-pyrimidinyl(phenyl)methyl]-1,3-dimethyl-1,2,3,4-tetrahydro-2,4-pyrimidinedione | 13191-76-9

• 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: 6-amino-5-[6'-amino-1',3'-dimethyl-2',4'-dioxo-1',2',3',4'-tetrahydro-5'-pyrimidinyl(phenyl)methyl]-1,3-dimethyl-1,2,3,4-tetrahydro-2,4-pyrimidinedione
• 英文别名: 6-amino-5-((6-amino-1,2,3,4-tetrahydro-1,3-dimethyl-2,4-dioxopyrimidin-5-yl)(phenyl)methyl)-1,3-dimethyl pyrimidine-2,4(1H,3H)-dione；6,6'-diamino-1,1',3,3'-tetramethyl-5,5'-(benzylidene)bis[pyrimidine-2,4(1H,3H)-dione]；1-phenyl-1-bis(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimid-5-yl)methane；5,5'-(phenylmethylene)bis(6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione)；5,5'-phenylmethylenebis(1,3-dimethyl-6-aminopyrimidine-2,4-dione)；6,6'-diamino-1,3,1',3'-tetramethyl-1H,1'H-5,5'-phenylmethanediyl-bis-pyrimidine-2,4-dione；6-amino-5-[(6-amino-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)(phenyl)methyl]-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione；6-amino-5-[(4-amino-1,3-dimethyl-2,6-dioxopyrimidin-5-yl)-phenylmethyl]-1,3-dimethylpyrimidine-2,4-dione
• CAS: 13191-76-9
• 化学式: C₁₉H₂₂N₆O₄
• 分子量: 398.421
• InChiKey: PYHIELQPCATJBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-amino-5-[6'-amino-1',3'-dimethyl-2',4'-dioxo-1',2',3',4'-tetrahydro-5'-pyrimidinyl(phenyl)methyl]-1,3-dimethyl-1,2,3,4-tetrahydro-2,4-pyrimidinedione 、 N-甲基脲 在 溶剂黄146 作用下， 反应 0.08h， 以89%的产率得到5,6-dihydro-1,3-dimethyl-5-phenyl pyrimido[4,5-d]pyrimidine-2,4,7(1H,3H,8H)-trione
  参考文献：
  名称：

  一种新型高效合成嘧啶[4,5- d ]嘧啶-2,4,7-三酮和吡啶[2,3- d：6,5- d ]二嘧啶-2,4,6,8-四元衍生物

  摘要：

  已经描述了在微波辅助条件下合成嘧啶并[4，5 - d ]嘧啶-2，4，7-三酮衍生物的有效和直接的方法。6-氨基-1,3-二甲基尿嘧啶与芳族醛的反应导致吡啶并[2,3- d：6,5 - d ]二嘧啶-2,4,6,8-四氢呋喃衍生物的形成。

  DOI：

  10.1016/j.tet.2006.12.043
• 作为产物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 苯甲醛 反应 0.05h， 以90%的产率得到6-amino-5-[6'-amino-1',3'-dimethyl-2',4'-dioxo-1',2',3',4'-tetrahydro-5'-pyrimidinyl(phenyl)methyl]-1,3-dimethyl-1,2,3,4-tetrahydro-2,4-pyrimidinedione
  参考文献：
  名称：

  6-氨基尿嘧啶的反应：首次使用热或微波辅助无溶剂方法简单、快速、高效地合成双（6-氨基嘧啶酰基）甲烷（BAPM）

  摘要：

  摘要 详细研究了 6-氨基尿嘧啶与醛的缩合反应，首次建立了两种绿色、快速、高效的制备双（6-氨基嘧啶酮）甲烷（BAPMs）的方法。

  DOI：

  10.1080/00397910600943832

文献信息

• C-C bond cleavage: Metal-free-catalyzed reaction of Betti bases with various heterocycles under microwave irradiation
  作者：Mohit L. Deb、B.-Shriya Saikia、Kongkona Borah、Pranjal K. Baruah

  DOI：10.1080/00397911.2016.1239740

  日期：2016.12.1

  ABSTRACT The reaction of Betti bases with various heterocycles in the presence of p-toluenesulphonic acid (PTSA) under microwave irradiation gives bis(heterocycle)methanes through benzyl transfer. The reaction proceeds via the cleavage of C-N bond followed by C-C bond. The metal-free cleavage of C-C bond, which is in fact a C-dearylation, is rarely reported in the literature. GRAPHICAL ABSTRACT

  摘要 Betti 碱与各种杂环在对甲苯磺酸 (PTSA) 存在下在微波辐射下反应，通过苄基转移得到双（杂环）甲烷。反应通过先切断 CN 键，然后切断 CC 键进行。CC 键的无金属裂解，实际上是 C-脱芳基化，在文献中很少报道。图形概要
• A Clean, Highly Efficient and One-Pot Green Synthesis of Aryl/Alkyl/Heteroaryl-Substituted Bis(6-amino-1,3-dimethyluracil-5-yl)methanes in Water
  作者：Subrata Das、Ashim Jyoti Thakur

  DOI：10.1002/ejoc.201001581

  日期：2011.4

  A highly efficient green synthesis of aryl/alkyl/heteroaryl-substituted bis(6-amino-1,3-dimethyluracil-5-yl)methanes by the condensation of 6-amino-1,3-dimethyluracil with aldehydes (aromatic, aliphatic and heterocyclic) in water at room temperature is described. No dehydrating agent, heat, catalyst, surfactant or additive was used. The structures of the compounds were established by spectroscopic

  通过 6-氨基-1,3-二甲基尿嘧啶与醛（芳香族、脂肪族和醛）缩合，高效绿色合成芳基/烷基/杂芳基取代的双（6-氨基-1,3-二甲基尿嘧啶-5-基）甲烷杂环）在室温下的水中进行了描述。没有使用脱水剂、热、催化剂、表面活性剂或添加剂。通过光谱方法和单晶X射线晶体学确定了化合物的结构。
• Ceric ammonium nitrate (CAN): an efficient and eco-friendly catalyst for the one-pot synthesis of alkyl/aryl/heteroaryl-substituted bis(6-aminouracil-5-yl)methanes at room temperature
  作者：Goutam Brahmachari、Bubun Banerjee

  DOI：10.1039/c5ra04723d

  日期：——

  practical method for the one-pot synthesis of biologically relevant alkyl/aryl/heteroaryl-substituted bis(6-aminouracil-5-yl)methane scaffolds (3a–3u) has been developed using ceric ammonium nitrate (CAN) as a commercially available and eco-friendly catalyst via pseudo three-component condensation reaction between aldehydes and 6-aminouracils in aqueous ethanol at room temperature. The salient features of

  已经开发了一种使用硝酸铈铵（CAN）一锅合成生物相关的烷基/芳基/杂芳基取代的双（6-氨基尿嘧啶-5-基）甲烷支架（3a–3u）的简单，便捷，实用的方法。）是在室温下通过乙醇水溶液中醛与6-氨基尿嘧啶之间的假三组分缩合反应制成的可商购且环保的催化剂。本方案的主要特点是反应条件温和，收率高至优异，原子经济性高，环境友好，产物易于分离，无色谱柱分离和反应介质可重复使用。
• Preparation, characterization and utilization of a novel dicationic molten salt as catalyst for the synthesis of bis(6-amino-1,3-dimethyluracil-5-yl)methanes
  作者：Abdolkarim Zare、Aysoda Ghobadpoor、Tayebeh Safdari

  DOI：10.1007/s11164-019-04036-3

  日期：2020.2

  firstly, preparation and characterization of a novel dicationic molten salt, namely N , N , N ′, N ′-tetramethylethylenediaminium bisulfate ([TMEDA][HSO4]2), by 1H NMR, 13C NMR, FT-IR, mass, thermogravimetry, derivative thermogravimetry and differential thermal analysis data have been reported. Thereafter, utilization of [TMEDA][HSO4]2 as a recyclable catalyst for the solvent-free synthesis of bis(6-amino-1

  摘要 在本研究中，首先，通过1 H NMR，13 C NMR制备并表征了一种新型的专用熔融盐，即 N ， N ， N ′， N′- 四甲基乙二硫酸氢铵（[TMEDA] [HSO 4 ] 2）。已经报道了FT-IR，质量，热重分析，微分热重分析和差热分析数据。之后，利用[TMEDA] [HSO 4 ] 2作为可循环利用的催化剂，用于通过6-氨基-1,3-二甲基尿嘧啶（2当量）和芳醛（1的反应）无溶剂合成双（6-氨基-1,3-二甲基尿嘧啶-5-基）甲烷eq。）。 图形摘要
• Formation of aryl-bis (6-amino-1,3-dimethyluracil-5-yl) methanes by reaction of 6-amino-1, 3-dimethyluracil with aromatic aldehydes
  作者：Ranju Bansal、R. Sunil Kumar、Gulshan Kumar、Sridhar Thota、S. Thamotharan、V. Parthasarathi、Anthony Linden

  DOI：10.1002/jhet.5570450636

  日期：2008.11

  The synthesis of aryl-bis(6-amino-1,3-dimethyluracil-5-yl)-methanes 3a-m by condensation of 6-amino-1,3-dimethyluracil (1) with aromatic aldehydes 2a-m at room temperature is reported. The structures of the compounds were established using various spectroscopic analyses and X-ray crystallography. The crystal structures of two aryl-bis (6-amino-1,3-dimethyluracil-5-yl) methanes are presented.

  在室温下通过6-氨基-1,3-二甲基尿嘧啶（1）与芳香醛2a-m的缩合合成芳基双（6-氨基-1,3-二甲基尿嘧啶-5-基）-甲烷3a-m被报道。使用各种光谱分析和X射线晶体学确定化合物的结构。给出了两种芳基双（6-氨基-1,3-二甲基尿嘧啶-5-基）甲烷的晶体结构。