3-bromo-N-hydroxybenzenecarboxymidoyl chloride | 86405-09-6

• 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: 3-bromo-N-hydroxybenzenecarboxymidoyl chloride
• 英文别名: (1E)-3-bromo-N-hydroxybenzenecarboximidoyl chloride
• CAS: 86405-09-6
• 化学式: C₇H₅BrClNO
• 分子量: 234.48
• InChiKey: PYTGMMRJSZMTOA-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  (5-氧代-2H-呋喃-2-基)乙酸酯 、 3-bromo-N-hydroxybenzenecarboxymidoyl chloride 在 三乙胺 作用下， 以 乙醚 为溶剂， 以18%的产率得到3-(3-bromophenyl)-4-oxo-6-acetoxy-3a,4,6,6a-tetrahydrofuro<3,4-d>isoxazole
  参考文献：
  名称：

  Regio- and stereoselective 1,3-dipolar cycloaddition of arylnitrile oxides to 5-acetoxy-2(5H)-furanone

  摘要：

  Arylnitrile oxides undergo regio- and stereo-specific 1,3-dipolar cycloaddition reactions with 5-acetoxy-2(5H)-furanone. In each case a single product 3a-3g results from an anti approach to the 5-acetoxy substituent, the oxygen of the 1,3-dipole being attached to C-4 of furan. Under similar conditions 5-benzoyloxy-2(5H)-furanone yields 3h-3i. The structures of the adducts were determined by H-1 and C-13-NMR spectroscopy.

  DOI：

  10.1007/bf00809361

文献信息

• Novel domino reactions for the efficient synthesis of 5,6-dihydro-1,4,2-oxathiazines
  作者：Sundaravel Vivek Kumar、Subbu Perumal

  DOI：10.1016/j.tetlet.2014.05.062

  日期：2014.7

  A facile efficient synthesis of novel 3-aryl-5,6-dihydro-1,4,2-oxathiazin-6-ols from the reaction of (E)-N-hydroxyarylimidoyl chlorides and 1,4-dithiane-2,5-diol in the presence of triethylamine is described. This transformation presumably proceeds via in situ generation of 2-mercaptoacetaldehyde and nitrile oxide and their concomitant [3+3] annulation.

  从（E）-N-羟基芳基酰氯与1,4-二硫杂环丁-2,5-的反应轻松合成新型3-芳基-5,6-二氢-1,4,2-恶噻嗪-6-醇描述了在三乙胺存在下的二醇。据推测，这种转化是通过原位产生2-巯基乙醛和一氧化氮及其伴随的[3 + 3]环化反应进行的。
• Facile three-component domino reactions for the synthesis of 2-arylimidazo[1,2-a]pyridines and 2-arylimidazo[2,1-a]isoquinolines
  作者：Pitchaimani Prasanna、Sundaravel Vivek Kumar、Pethaiah Gunasekaran、Subbu Perumal

  DOI：10.1016/j.tetlet.2013.04.126

  日期：2013.7

  The three-component domino reactions of pyridine/isoquinoline, phenacyl bromide, and substituted (E)-N-hydroxyarylimidoyl chloride in the presence of triethylamine afforded a series of 2-arylimidazo[1,2-a]pyridines and 2-arylimidazo[2,1-a]isoquinolines. This one pot three-component transformation presumably proceeds via ylide generation/annulation/fragmentation/clehydration domino sequence of reactions. (C) 2013 Elsevier Ltd. All rights reserved.