1-(2-methyl-4-phenyl-1,4-dihydro-benzo[4,5]imidazo[1,2-a]pyrimidin-3-yl)-ethanone | 908553-02-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-(2-methyl-4-phenyl-1,4-dihydro-benzo[4,5]imidazo[1,2-a]pyrimidin-3-yl)-ethanone
• 英文别名: 1-(2-methyl-4-phenyl-1,4-dihydrobenzo[4,5]imidazo[1,2-a]pyrimidin-3-yl)ethanone；1-(2-methyl-4-phenyl-1,4-dihydropyrimido[1,2-a]-benzimidazol-3-yl)ethanone；1-(1,4-dihydro-2-methyl-4-phenylpyrimido[1,2-a]benzimidazol-3-yl)ethanone；1-(2-Methyl-4-phenyl-1,4-dihydropyrimido[1,2-a]benzimidazol-3-yl)ethanone
• CAS: 908553-02-6
• 化学式: C₁₉H₁₇N₃O
• 分子量: 303.363
• InChiKey: FGQXYFVJLKBGTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基苯并咪唑 、 苯甲醛 、 乙酰丙酮 在 α-Zr(O₃PCH₃)_1.2(O₃PC₆H₄SO₃H)_0.8 作用下， 反应 20.0h， 以73%的产率得到1-(2-methyl-4-phenyl-1,4-dihydro-benzo[4,5]imidazo[1,2-a]pyrimidin-3-yl)-ethanone
  参考文献：
  名称：

  α-磺基苯基膦酸锆作为催化剂在无溶剂条件下合成 3,4-二氢嘧啶-2(1H)-One 衍生物

  摘要：

  摘要 以层状 α-磺基苯基膦酸锆为可回收的多相催化剂，合成了 3,4-二氢嘧啶-2(1H)-one 衍生物。几类试剂，如官能化的芳香醛和脂肪醛、β-二羰基衍生物和 2-氨基苯并咪唑，用于在无溶剂条件下合成不同的 3,4-二氢嘧啶-2(1H)-one 衍生物。图形摘要

  DOI：

  10.1007/s10562-011-0604-4

文献信息

• Silica Sulfuric Acid/Ethylene Glycol: An Efficient Eco-Friendly Catalyst for One-Pot Synthesis of New Benzo[4,5]imidazo[1,2-<i>a</i>]pyrimidines
  作者：Wahid M. Basyouni、Nagwa M. Abdelazeem、Samir Y. Abbas、Khairy A. M. El-Bayouki、Mohamed Y. El-kady

  DOI：10.1080/00304948.2020.1761692

  日期：2020.7.3

  The development of efficient, practical and environmentally friendly methods of synthesis is one of the main challenges for modern organic chemistry. 1 Recently, the silica sulfuric acid (SSA) cata...

  开发高效、实用且环境友好的合成方法是现代有机化学面临的主要挑战之一。1 近期，二氧化硅硫酸（SSA）催化...
• Poly(vinylpyrrolidonium) perchlorate catalyzed one-pot synthesis of tricyclic dihydropyrimidine derivatives
  作者：Masoumeh Abedini、Farhad Shirini、Maryam Mousapour、Omid Goli Jolodar

  DOI：10.1007/s11164-016-2456-4

  日期：2016.7

  A simple and efficient procedure for the synthesis of benzo[4,5]imidazo[1,2-α]pyrimidine and 2-amino-4-substituted-1,4-dihydrobenzo[4,5]imidazolo[1,2-α]pyrimidine-3-carbonitrile derivatives using poly(vinylpyrrolidonium) perchlorate [PVPH]ClO4} as a newly reported, modified polymeric catalyst is reported. Some of the advantages of this novel synthetic method are: easy preparation of the catalyst,

  一种简单有效的合成苯并[4,5]咪唑并[1,2- α ]嘧啶和2-氨基-4-取代的1,4-二氢苯并[4,5]咪唑并[1,2- α]的方法报道了使用聚（乙烯基吡咯烷鎓）高氯酸盐[PVPH] ClO 4 }作为新报道的改性聚合物催化剂的嘧啶-3-腈衍生物。这种新颖的合成方法的一些优点是：容易制备催化剂，简单且容易进行后处理，反应时间短，产物的产率高至优异以及催化剂的可重复使用性。
• Microwave-assisted efficient synthesis of benzo[4,5]imidazo[1,2-a]-pyrimidine derivatives in water under catalyst-free conditions
  作者：Shujiang Tu、Qingqing Shao、Dianxiang Zhou、Longji Cao、Feng Shi、Chunmei Li

  DOI：10.1002/jhet.5570440625

  日期：2007.11

  2-a]pyrimidine derivatives were synthesized via the three-component reaction of aldehyde, β-dicarbonyl compound and 2-aminobenzimidazole in water under microwave irradiation and without catalyst conditions. The new protocol has the advantages of higher yield, lower cost, reduced environment impact, wider scope and convenient procedure.

  苯并[4,5]咪唑并[1,2- a ]嘧啶衍生物是通过醛，β-二羰基化合物和2-氨基苯并咪唑在微波辐射下且无催化剂条件下在水中进行三组分反应而合成的。新协议具有产量高，成本低，对环境影响小，适用范围广，操作方便等优点。
• Three-component synthesis of 4-aryl-1<i>H</i>-pyrimido[1,2-<i>a</i>]benzimidazole derivatives in ionic liquid
  作者：Changsheng Yao、Song Lei、Cuihua Wang、Tuanjie Li、Chenxia Yu、Xiangshan Wang、Shujiang Tu

  DOI：10.1002/jhet.215

  日期：——

  A green and simple synthesis of 4-ayrl-3,4-dihydro-1H-pyrimido[1,2-a]benzimidazole derivatives was accomplished in excellent yields via the reaction of aryl aldehyde, 1,3-dicarbonyl compounds and 1H-benzo[d]imidazol-2-amine in ionic liquid of [bmim+][BF 4−]. This protocol has the advantages of easier work-up, mild reaction conditions, high yields, and an environmentally benign procedure compared with

  通过芳基醛，1,3-二羰基化合物和1 H的反应，以优异的收率完成了绿色简单的4-ayrl-3,4-dihydro-1 H-嘧啶[1,2- a ]苯并咪唑衍生物的合成。[bmim + ] [BF ]的离子液体中的-苯并[ d ]咪唑-2-胺。与已报道的方法相比，该方案具有易于后处理，反应条件温和，收率高和对环境无害的优点。J.杂环化​​学。（2010）。 4-
• New applications of phosphoric acid supported on alumina (H3PO4–Al2O3) as a reusable heterogeneous catalyst for preparation of 2,3-dihydroquinazoline-4(1H)-ones, 2H-indazolo[2,1-b]phthalazinetriones, and benzo[4,5]imidazo[1,2-a]pyrimidines
  作者：Hamid Reza Shaterian、Nafiseh Fahimi、Kobra Azizi

  DOI：10.1007/s11164-013-1087-2

  日期：2014.5

  An eco-friendly procedure for synthesis of 2,3-dihydroquinazoline-4(1H)-one, 2H-indazolo[2,1-b]phthalazinetrione, and benzo[4,5]imidazo[1,2-a]pyrimidine derivatives by three-component reaction, with phosphoric acid supported on alumina as catalyst, is described. Noticeable features of the method are that it is solvent-free, work-up is easy, yields are excellent, and the catalyst is reusable.

  合成2,3-二氢喹唑啉-4（1 H）-one，2 H-吲唑并[ 2,1 - b ]邻苯二氮杂三酮和苯并[4,5]咪唑并[1,2- a ]的环保方法描述了三组分反应的嘧啶衍生物，其中磷酸负载在氧化铝上作为催化剂。该方法的显着特征是无溶剂，后处理容易，产率极好并且催化剂可重复使用。