N-butyl-2-(ethylamino)benzamide | 1249561-72-5

• 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: N-butyl-2-(ethylamino)benzamide
• CAS: 1249561-72-5
• 化学式: C₁₃H₂₀N₂O
• 分子量: 220.315
• InChiKey: HTKPCQNDMPOKGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴化氰 、 N-butyl-2-(ethylamino)benzamide 在 二甲基亚砜 、 1,3-bis-n-butylimidazolium bromide 作用下， 以92%的产率得到3-butyl-1-ethyl-2,3-dihydro-2-iminoquinazolin-4(1H)-one
  参考文献：
  名称：

  A facile IL–DMSO assisted synthesis of 5-, 6-, and 7-membered benzo-annelated cyclic guanidines

  摘要：

  A new and facile IL-DMSO assisted method has been developed for the synthesis of biologically important cyclic guanidines like 2-aminobenzimidazole, 2-imino-4-quinazolinone, and 2-imino-5-benzotriazepinones at ambient temperatures. The desired products could be obtained by microwave irradiation(32) also, but at elevated temperatures. A plausible mechanism for catalysis has been proposed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.03.060
• 作为产物：
  描述：

  N-ethylisatoic anhydride 、 正丁胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.75h， 生成 N-butyl-2-(ethylamino)benzamide
  参考文献：
  名称：

  A facile IL–DMSO assisted synthesis of 5-, 6-, and 7-membered benzo-annelated cyclic guanidines

  摘要：

  A new and facile IL-DMSO assisted method has been developed for the synthesis of biologically important cyclic guanidines like 2-aminobenzimidazole, 2-imino-4-quinazolinone, and 2-imino-5-benzotriazepinones at ambient temperatures. The desired products could be obtained by microwave irradiation(32) also, but at elevated temperatures. A plausible mechanism for catalysis has been proposed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.03.060

文献信息

• Palladium-Catalyzed <i>Ortho</i>-Selective C–H Oxidative Carbonylation of <i>N</i>-Substituted Anilines with CO and Primary Amines for the Synthesis of <i>o</i>-Aminobenzamides
  作者：Xiaopeng Zhang、Shuxiang Dong、Xueli Niu、Zhengwei Li、Xuesen Fan、Guisheng Zhang

  DOI：10.1021/acs.orglett.6b02255

  日期：2016.9.16

  An efficient, one-pot strategy with high selectivity and high atom economy for the synthesis of o-aminobenzamides has been developed via palladium-catalyzed ortho-selective C–H oxidative carbonylation of N-substituted anilines with CO and primary amines. A wide range of N-substituted anilines and primary amines can be tolerated in this transformation to afford the corresponding o-aminobenzamides in

  通过钯催化的N取代苯胺与CO和伯胺的邻位选择性C–H氧化羰基化反应，已开发出一种高效，一锅法，具有高选择性和高原子经济性的邻氨基苯甲酰胺合成方法。在该转化中，可以耐受各种N-取代的苯胺和伯胺，以在温和的条件下以中等至优异的产率提供相应的邻氨基苯甲酰胺。
• A facile IL–DMSO assisted synthesis of 5-, 6-, and 7-membered benzo-annelated cyclic guanidines
  作者：Amit Verma、Rajani Giridhar、Pratik Modh、Mange Ram Yadav

  DOI：10.1016/j.tetlet.2012.03.060

  日期：2012.6

  A new and facile IL-DMSO assisted method has been developed for the synthesis of biologically important cyclic guanidines like 2-aminobenzimidazole, 2-imino-4-quinazolinone, and 2-imino-5-benzotriazepinones at ambient temperatures. The desired products could be obtained by microwave irradiation(32) also, but at elevated temperatures. A plausible mechanism for catalysis has been proposed. (C) 2012 Elsevier Ltd. All rights reserved.