2-azido-5-bromobenzoyl chloride | 112253-71-1

• 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-5-bromobenzoyl chloride
• CAS: 112253-71-1
• 化学式: C₇H₃BrClN₃O
• 分子量: 260.477
• InChiKey: WCQOGXGSAHLZAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-azido-5-bromobenzoyl chloride 在 吡啶 、 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 20.0h， 生成 4,18-dibromo-8,9,10,14,22-pentazapentacyclo[12.8.0.02,7.08,12.016,21]docosa-1(22),2(7),3,5,9,11,16(21),17,19-nonaen-15-one
  参考文献：
  名称：

  Mohiuddin, Ghulam; Reddy, Padala Satyanarayana; Ahmed, Khalil, Journal of Chemical Research, Miniprint, 1987, # 7, p. 1839 - 1868

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-5-溴苯甲酸 在 氯化亚砜 、 sodium azide 、 sodium carbonate 、 sodium nitrite 作用下， 反应 2.0h， 生成 2-azido-5-bromobenzoyl chloride
  参考文献：
  名称：

  Mohiuddin, Ghulam; Reddy, Padala Satyanarayana; Ahmed, Khalil, Journal of Chemical Research, Miniprint, 1987, # 7, p. 1839 - 1868

  摘要：

  DOI：

文献信息

• Novel substituted triazolo benzodiazepine scaffolds to explore chemical space
  作者：Gayan A. Abeykoon、James J. Sahn、Stephen F. Martin

  DOI：10.1016/j.tetlet.2021.152828

  日期：2021.3

  process to give an intermediate azido alkyne that undergoes a facile Huisgen dipolar cycloaddition. The triazolo-1,4-benzodiazepines thus produced may be endowed with aryl halide, secondary amino, alcohol, aldehyde or carboxylic acid groups as functional handles for orthogonal derivatization reactions. Modification of this approach enabled the facile synthesis of the related triazolo-1,4-benzodiazepin-6-ones

  描述了高效，简明的路线，获取了新颖的三唑并-1,4-苯并二氮杂sc骨架，这些骨架经过适当的官能化处理，可以在三个位置进行多样化，以探索具有不同取代基的三维空间。这些支架的一种方法具有简化的多组分组装过程，可得到中间体叠氮基炔烃，该中间体可进行简单的惠斯根偶极环加成反应。如此产生的三唑并1,4-苯并二氮杂may可被赋予芳基卤，仲氨基，醇，醛或羧酸基团作为正交衍生化反应的功能性处理。对该方法的改进使得可以容易地合成相关的三唑-1,4-苯并二氮杂-6-酮，也带有三个功能性手柄。
• 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。
• Fluorous Synthesis of Substituted Sclerotigenin Library
  作者：Yimin Lu、Tadamichi Nagashima、Bruhaspathy Miriyala、Joanne Conde、Wei Zhang

  DOI：10.1021/cc9001636

  日期：2010.1.11

  A fluorous linker-assisted synthetic protocol has been developed for preparation of sclerotigenin-type benzodiazepine-quinazolinone library containing 144 analogues. Amide coupling of fluorous trimethoxybenzyl (TMB)-protected amino esters with anthranilic acids followed by base-promoted cyclizations afforded 4-benzodiazepine-2,5-diones. Further derivatization of benzodiazepinediones by reacting with azidobenzoyl chlorides, cyclization, and fluorous linker cleavage afforded the desired compound library. The reaction intermediates were purified by fluorous solid-phase extraction (F-SPE) and final products were further purified by prep-HPLC.
• A Silicon Linker for Direct Loading of Aromatic Compounds to Supports. Traceless Synthesis of Pyridine-Based Tricyclics
  作者：Frank X. Woolard、Jonathan Paetsch、Jonathan A. Ellman

  DOI：10.1021/jo9710745

  日期：1997.9.1
• MOHIUDDIN GHULAM; REDDY PADALA SATYANARAYANA; KHALIL THE IATE; RATNAM CHE+, J. CHEM. RES. SYNOP.,(1987) 224-225
  作者：MOHIUDDIN GHULAM、 REDDY PADALA SATYANARAYANA、 KHALIL THE IATE、 RATNAM CHE+

  DOI：——

  日期：——