7-amino-5-(2,4-dichlorophenyl)-2,4-dioxo-1H-pyrido[2,3-d]pyrimidine-6-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 7-amino-5-(2,4-dichlorophenyl)-2,4-dioxo-1H-pyrido[2,3-d]pyrimidine-6-carbonitrile
• 化学式: C₁₄H₇Cl₂N₅O₂
• 分子量: 348.148
• InChiKey: RDBDZULKSBKJDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氨基-2,6-二羟基嘧啶 、 2-[(2,4-二氯苯基)亚甲基]丙二腈 在 potassium fluoride on basic alumina 作用下， 以 乙醇 为溶剂， 生成 7-amino-5-(2,4-dichlorophenyl)-2,4-dioxo-1H-pyrido[2,3-d]pyrimidine-6-carbonitrile
  参考文献：
  名称：

  KF‐Alumina Catalyzed One‐Pot Synthesis of Pyrido[2,3‐d]Pyrimidine Derivatives

  摘要：

  A series of pyrido[2,3-d]pyrimidine derivatives was synthesized by the reaction of arylaldehyde, malononitrile. and 4-amino-2,6-dihydroxylpyrimidine in ethyl alcohol at 80degreesC catalyzed by KF-Al2O3. Compared with other synthetic methods, this new method has the advantage of easier workup, milder reaction conditions, and good yields.

  DOI：

  10.1081/scc-200039392

文献信息

• Efficient one-pot synthesis of pyrano[2,3-d]pyrimidinone and pyrido [2,3-d] pyrimidine derivatives by using of Mn-ZIF-8@ZnTiO3 nanocatalyst
  作者：Tayebeh Farahmand、Saeedeh Hashemian、Ali Sheibani

  DOI：10.1016/j.molstruc.2019.127667

  日期：2020.4

  Abstract Mn-ZIF-8@ZnTiO3 nanocomposite was synthesized by sol-gel method. The morphology and structure of the nanocrystalline Mn-ZIF-8@ZnTiO3 was characterized by SEM, TEM, BET, XRD. The results confirmed the formation of Mn-ZIF-8@ZnTiO3 nanocomposite with particle size about 40 nm. The nanocrystalline Mn-ZIF-8@ZnTiO3 was used for efficient promotion of the synthesis of pyrano [2,3-d]pyrimidinone and

  摘要 采用溶胶-凝胶法合成了Mn-ZIF-8@ZnTiO3纳米复合材料。通过SEM、TEM、BET、XRD对纳米晶Mn-ZIF-8@ZnTiO3的形貌和结构进行表征。结果证实了Mn-ZIF-8@ZnTiO3纳米复合材料的形成，粒径约为40 nm。纳米晶Mn-ZIF-8@ZnTiO3用于有效促进吡并[2,3-d]嘧啶酮和吡啶并[2,3-d]嘧啶衍生物的合成。6-氨基尿嘧啶或1,3-二甲基尿嘧啶与芳醛和丙二腈的三组分缩合生成一系列吡啶并[2,3-d]嘧啶衍生物已在纳米晶Mn-ZIF-8@ZnTiO3上在水中进行和乙醇在 70 °C。吡喃并[2,3-d]嘧啶酮衍生物由巴丁酸、芳醛和丙二腈三组分制备而成。一个简单的程序，
• One-pot synthesis of pyrido[2,3-<i>d</i>]pyrimidines via efficient three-component reaction in aqueous media
  作者：Daqing Shi、Shunjun Ji、Lihui Niu、Jingwen Shi、Xiangshan Wang

  DOI：10.1002/jhet.5570440517

  日期：2007.9

  A short and facile synthesis of pyrido[2,3-d]pyrimidine derivatives was accomplished in good yields via the three-component reaction of aldehydes, alkyl nitriles and aminopyrimidines in water in the presence of triethylbenzylammonium chloride (TEBAC). The structures of these compounds were characterized by elemental analysis, IR and 1H NMR spectra and further confirmed by single crystal X-ray diffraction

  在三乙基苄基氯化铵（TEBAC）存在下，通过醛，烷基腈和氨基嘧啶的三组分反应，可以快速，简便地合成吡啶并[2,3- d ]嘧啶衍生物。这些化合物的结构通过元素分析，IR和1 H NMR光谱进行表征，并通过单晶X射线衍射分析进一步证实。
• A Clean Procedure for Synthesis of Pyrido[d]Pyrimidine Derivatives Under Solvent-Free Conditions Catalyzed by ZrO2 Nanoparticles
  作者：Shahrzad Abdolmohammadi、Saeed Balalaie

  DOI：10.2174/138620712800194486

  日期：2012.4.1

  A simple one-pot method for the preparation of 7-amino-2,4-dioxo-5-aryl-1,2,3,4-tetrahydropyrido[2,3- d]pyrimidine-6-carbonitriles 4 from aromatic aldehydes, malononitrile and 4(6)-aminouracil in the presence of ZrO2 nanoparticles (ZrO2 NPs) as an efficient heterogeneous catalyst is described. The procedure has the advantages of high yields (86-97%), short reaction time (2h) and an environmentally friendly specificity....

  本研究介绍了一种以芳香醛、丙二腈和 4(6)-氨基尿嘧啶为原料，在 ZrO2 纳米粒子（ZrO2 NPs）作为高效异相催化剂存在下制备 7-氨基-2,4-二氧代-5-芳基-1,2,3,4-四氢吡啶并[2,3-d]嘧啶-6-甲腈 4 的简单一锅法。该过程具有产率高（86-97%）、反应时间短（2 小时）和环境友好的特异性等优点....。
• An expeditious one-pot synthesis of pyrido[2,3-<i>d</i>]pyrimidines using Fe₃O₄–ZnO–NH₂–PW₁₂O₄₀ nanocatalyst
  作者：Pegah Farokhian、Manouchehr Mamaghani、Nosrat Ollah Mahmoodi、Khalil Tabatabaeian、Abdollah Fallah Shojaie

  DOI：10.1177/1747519819856978

  日期：2019.3

  An efficient protocol for the facile synthesis of a series of pyrido[2,3-d]pyrimidine derivatives has been developed applying Fe3O4–ZnO–NH2–PW12O40 nanocatalyst in water. This novel method has the benefits of operational simplicity, green aspects by avoiding toxic solvents and high to excellent yields of products. Fe3O4–ZnO–NH2–PW12O40 was synthesized and characterized by Fourier transform infrared

  使用 Fe3O4–ZnO–NH2–PW12O40 纳米催化剂在水中轻松合成一系列吡啶并 [2,3-d] 嘧啶衍生物的有效方案已被开发。这种新方法具有操作简单、绿色环保、避免使用有毒溶剂以及产品收率高的优点。Fe3O4–ZnO–NH2–PW12O40 被合成并通过傅里叶变换红外、X 射线衍射、振动样品磁强计、扫描电子显微镜、能量色散 X 射线光谱和透射电子显微镜分析表征。纳米催化剂很容易通过外部磁铁从反应混合物中分离和回收。
• KF‐Alumina Catalyzed One‐Pot Synthesis of Pyrido[2,3‐d]Pyrimidine Derivatives
  作者：Xiang‐shan Wang、Zhao‐sen Zeng、Da‐qing Shi、Xian‐yong Wei、Zhi‐min Zong

  DOI：10.1081/scc-200039392

  日期：2004.12.31

  A series of pyrido[2,3-d]pyrimidine derivatives was synthesized by the reaction of arylaldehyde, malononitrile. and 4-amino-2,6-dihydroxylpyrimidine in ethyl alcohol at 80degreesC catalyzed by KF-Al2O3. Compared with other synthetic methods, this new method has the advantage of easier workup, milder reaction conditions, and good yields.