1-acetyl-N-(4-methoxyphenyl)cyclopropanecarboxamide | 943913-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-acetyl-N-(4-methoxyphenyl)cyclopropanecarboxamide
• 英文别名: 1-acetyl-N-(4-methoxyphenyl)cyclopropane-1-carboxamide
• CAS: 943913-77-7
• 化学式: C₁₃H₁₅NO₃
• 分子量: 233.267
• InChiKey: PKRRSXWTKBLGQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-acetyl-N-(4-methoxyphenyl)cyclopropanecarboxamide 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以96%的产率得到4-acetyl-N-(4-methoxyphenyl)-3,4,5,6-tetrahydro-1,2,3-triazine-4-carboxamide
  参考文献：
  名称：

  Catalyst-Free Tandem Reaction for the Synthesis of Tetrahydro-1,2,3-triazine Derivatives

  摘要：

  A simple and efficient method for the synthesis of tetrahydro-1,2,3-triazine derivatives was developed through a one-pot ring-opening/ring-closing tandem reaction. By the tandem reaction, various previously unreported tetrahydro-1,2,3-triazines were prepared by cyclopropane derivatives and NaN3 with 90-97% yields under the catalyst-free conditions.

  DOI：

  10.3987/com-19-14046
• 作为产物：
  描述：

  甲氧苯胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 15.5h， 生成 1-acetyl-N-(4-methoxyphenyl)cyclopropanecarboxamide
  参考文献：
  名称：

  Facile synthesis of furoquinoline and effects on radical-induced oxidation of DNA

  摘要：

  The aim of this work was to clarify the influences of the position of hydroxyl group and furo[2,3-b] moiety on the antioxidant effectiveness of quinoline. Thus, 4-methyl-2,3-dihydrofuro[2,3-b]quinolin-6-ol (PFQ), 4-methyl-2,3-dihydrofuro[2,3-b]quinolin-8-ol (OFQ), and 4-methyl-2,3-dihydrofuro[2,3-b]quinolin-7-ol (MFQ) were synthesized by a recyclization reaction of 1-acetyl-N-phenylcyclopropanecarboxamide in the presence of SnCl4 as the catalyst. The antioxidant capacities of PFQ, OFQ, and MFQ were evaluated in the experimental system of the oxidation of DNA caused by Cu2+/glutathione (GSH), (OH)-O-aEuro cent, and 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH). OFQ and PFQ were able to protect DNA against Cu2+/GSH- and (OH)-O-aEuro cent-induced oxidation because the furo[2,3-b] moiety was beneficial for stabilizing the produced furoquinoline radical. Moreover, MFQ can decrease the oxidation rate of AAPH-induced oxidation of DNA, while PFQ and OFQ can inhibit AAPH-induced oxidation of DNA for a period. The data obtained from AAPH-induced oxidation of DNA were treated by chemical kinetic method; it was found that PFQ and OFQ can trap 1.3 and 1.5 radicals, respectively. Therefore, the hydroxyl group at different positions changed the mechanism of furoquinoline in protecting DNA against radical-induced oxidation.Effects on Cu2+/glutathione-, (OH)-O-aEuro cent-, and peroxyl radical-induced oxidation of DNA.

  DOI：

  10.1007/s00044-012-0157-0

文献信息

• DABCO-catalyzed ring opening of activated cyclopropanes and recyclization leading to γ-lactams with an all-carbon quaternary center
  作者：Shaoxia Lin、Ling Li、Fushun Liang、Qun Liu

  DOI：10.1039/c4cc03392b

  日期：——

  A novel and efficient method for the construction of gamma-lactams with an all-carbon quaternary center is developed via a DABCO-catalyzed reaction of EWG-activated cyclopropanecarboxamides and electron-deficient alkenes. The process involves sequential ring-opening of activated cyclopropanes, intermolecular Michael addition and intramolecular aza-cyclization.

  通过DABCO催化的EWG活化的环丙烷甲酰胺与缺电子的烯烃反应，开发了一种具有全碳四元中心的新型高效内酰胺结构方法。该过程涉及活化环丙烷的顺序开环，分子间迈克尔加成和分子内氮杂环化。
• 一种含有季碳中心的吡咯烷酮化合物的合成方 法
  申请人：东北师范大学

  公开号：CN103864660B

  公开（公告）日：2016-05-18

  一种含有季碳中心的吡咯烷酮化合物的合成方法，属于医药化学技术领域，首先将化合物1-酰基-1-酰胺基环丙烷和有机胺置于无水溶剂中，加入缺电子烯烃，在一定温度下反应直至底物消失。其次，冷却反应混合物至室温，萃取，干燥，旋蒸除去溶剂。最后，将粗产品通过硅胶柱层析，得到含有季碳中心的吡咯烷酮化合物。本发明的优点是利用廉价易得的有机胺催化，实现含有季碳中心的吡咯烷酮的合成，反应成本低，操作简单，收率高，适合于工业化。
• Novel synthesis of fused spiro piperidone-cyclopropanes from cyclopropyl amides and electron-deficient alkenes
  作者：Xiao-Dan Han、Gao-Liang Peng、Hui-Bin Wang、Lei Wu、Jian-ping Fu、Zhong-Sheng Tang、Ju-Wu Hu、Wei Xiong

  DOI：10.1039/d1ob00214g

  日期：——

  We report here that a series of bridged O,O-ketal fused spiro piperidone-cyclopropane derivatives 3 can be constructed with excellent yields and good diastereoselectivity by the one-pot reaction of 1-acylcyclopropanecarboxamides 1 with electron-deficient alkene 2a (EWG = CHO) via the domino process involving [4 + 2] annulation/intermolecular electrophilic addition/intramolecular cyclization. Furthermore

  我们在此报道，通过1-酰基环丙烷甲酰胺1与缺电子烯烃2a的一锅反应（ EWG = CHO )通过涉及 [4 + 2] 环化/分子间亲电加成/分子内环化的多米诺骨牌过程。此外，还介绍了1与2b / 2c (EWG = CN, COOMe)的反应，通过碱催化剂选择产生螺哌啶酮-环丙烷衍生物4或5 。
• 草甘膦废水处理用催化湿式氧化催化剂及合成方法、应用
  申请人：江西省科学院应用化学研究所

  公开号：CN111777628B

  公开（公告）日：2023-04-18

  本发明公开一种草甘膦废水处理用催化湿式氧化催化剂，在草甘膦母液废水处理中具有优良的作用，能够实现在常温常压下草甘膦母液废水中的COD去除率达到96％以上，氨氮去除率＞98％；同时公开上述催化湿式氧化催化剂的合成方法，其由金属铜盐和2‑羧基吡啶类配体制备而成。本发明通过使用催化湿式氧化催化剂能够对草甘膦母液废水中的甲醛、甲醇、增甘磷等有机物实现降解，高效清除草甘膦母液废水中的有机质，净化草甘膦母液废水。
• Synthesis of Polysubstituted 3-Iodopyrans by Electrophilic Cyclization
  作者：Yong-Xin Xie、Ze-Yi Yan、Dan-Zhu Wang、Lu-Yong Wu、Bo Qian、Xue-Yuan Liu、Yong-Min Liang

  DOI：10.1002/ejoc.200801259

  日期：2009.5

  A variety of polysubstituted 3-iodopyrans were readily prepared in good to excellent yield under mild reaction conditions by the reaction of alkynyl carboxamides with ICl, I(2), and NIS. The products obtained from this process are versatile materials that can be used to construct other complex functionalized pyran structures of importance. The occurrence of the pyranyl group in both natural products

  在温和的反应条件下，通过炔基羧酰胺与 ICl、I(2) 和 NIS 的反应，可以很容易地制备出多种多取代的 3-碘吡喃，并以良好的产率获得优异的产量。从该过程中获得的产品是多功能材料，可用于构建其他重要的复杂功能化吡喃结构。天然产物和药物中吡喃基的出现为本研究带来了重要价值。((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)