2-Azido-4,5-dimethoxybenzoyl chloride | 187275-91-8

• 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: 2-Azido-4,5-dimethoxybenzoyl chloride
• CAS: 187275-91-8
• 化学式: C₉H₈ClN₃O₃
• 分子量: 241.634
• InChiKey: NHSTTYXVTRZAKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  49.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-Azido-4,5-dimethoxybenzoyl chloride 在 polystyrene resin bounded phosphine 、 lithium diisopropyl amide 作用下， 以 甲苯 为溶剂， 生成 2-furan-2-yl-6,7-dimethoxy-3-thiophen-2-ylmethyl-3H-quinazolin-4-one
  参考文献：
  名称：

  Parallel fluorous biphasic synthesis of 3 H -quinazolin-4-ones by an Aza-Wittig reaction employing perfluoroalkyl-tagged triphenylphosphine

  摘要：

  A perfluoroalkyl-tagged triphenylphosphine eras applied in a fluorous biphasic system for the efficient parallel synthesis of 3H-quinazolin-4-ones via an Aza-Wittig reaction. The products were isolated by solid-phase extraction on fluorous reversed-phase silica gel. A new solid-phase bound phosphine derivative was used for comparison and yielded similar results. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02279-1
• 作为产物：
  描述：

  2-氨基-4,5-二甲氧基苯甲酸 在 盐酸 、 氯化亚砜 、 sodium nitrite 作用下， 生成 2-Azido-4,5-dimethoxybenzoyl chloride
  参考文献：
  名称：

  Parallel fluorous biphasic synthesis of 3 H -quinazolin-4-ones by an Aza-Wittig reaction employing perfluoroalkyl-tagged triphenylphosphine

  摘要：

  A perfluoroalkyl-tagged triphenylphosphine eras applied in a fluorous biphasic system for the efficient parallel synthesis of 3H-quinazolin-4-ones via an Aza-Wittig reaction. The products were isolated by solid-phase extraction on fluorous reversed-phase silica gel. A new solid-phase bound phosphine derivative was used for comparison and yielded similar results. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02279-1

文献信息

• Total Synthesis of Rutaecarpine and Analogues by Tandem Azido Reductive Cyclization Assisted by Microwave Irradiation
  作者：Ahmed Kamal、Nagula Shankaraiah、M. Reddy、T. Reddy、Leonardo Santos

  DOI：10.1055/s-0030-1259095

  日期：2011.1

  The total synthesis ofrutaecarpine and several analogues has been developed by using an azido reductive cyclization process starting from substituted azido benzoic acids. The intramolecular azido reductive cyclization step was performed with triphenylphosphine or Ni 2 B in HCl―MeOH (1 M) using microwave irradiation. This synthetic route is amenable for the generation of a library of quinazolinone compounds

  已经通过使用从取代的叠氮基苯甲酸开始的叠氮基还原环化过程开发了芸香果芸香碱和几种类似物的全合成。分子内叠氮基还原环化步骤使用三苯基膦或 Ni 2 B 在 HCl-MeOH (1 M) 中使用微波辐射进行。该合成路线适用于生成喹唑啉酮化合物库。
• Synthesis of novel carbo- and heteropolycycles. 22. Novel synthetic route to benzopolyazamacrocycles. Synthesis of 16-membered tetrabenzotetraazamacrocycles via bisquinazolinone annelation and reductive ring enlargement
  作者：Shoji Eguchi、Yuji Matsushita、Hisato Takeuchi

  DOI：10.1021/jo00051a056

  日期：1992.12
• EP0850238A4
  申请人：——

  公开号：EP0850238A4

  公开（公告）日：1998-10-07
• COMBINATORIAL 1,4-BENZODIAZEPIN-2,5-DIONE LIBRARY
  申请人：PHARMACOPEIA, INC.

  公开号：EP0850238A1

  公开（公告）日：1998-07-01
• US5962337A
  申请人：——

  公开号：US5962337A

  公开（公告）日：1999-10-05