(Z)-4-iodo-N'-phenylbenzohydrazonoyl chloride | 1606126-12-8

• 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: (Z)-4-iodo-N'-phenylbenzohydrazonoyl chloride
• 英文别名: N(4-iodo-benzimidoyl chloride)Phenylamine；(1Z)-4-iodo-N-phenylbenzenecarbohydrazonoyl chloride
• CAS: 1606126-12-8
• 化学式: C₁₃H₁₀ClIN₂
• 分子量: 356.593
• InChiKey: JMUCAEJJADBMSF-LGMDPLHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-4-iodo-N'-phenylbenzohydrazonoyl chloride 在 三乙胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 40.0h， 生成 lithium 7-(4-iodophenyl)-2-(4-methylpiperazin-1-yl)-4-oxo-5-phenyl-4,5-dihydrofuro[2,3-d]pyridazine-3-carboxylate
  参考文献：
  名称：

  Exploiting the Electrophilic and Nucleophilic Dual Role of Nitrile Imines: One-Pot, Three-Component Synthesis of Furo[2,3-d]pyridazin-4(5H)-ones

  摘要：

  An expeditious multicomponent reaction to synthesize tetrasubstituted furo[2,3-d]pyridazin-4(5H)-ones is reported. In brief, hydrazonoyl chlorides react with isocyanoacetamides, in the presence of TEA, to give 1,3-oxazol-2-hydrazones which, without being isolated, can react with dimethylacetylene dicarboxylate to afford furo[2,3-d]pyridazin-4(5H)-ones with an unprecedented level of complexity in a triple domino Diels-Alder/retro-Diels-Alder/lactamization reaction sequence.

  DOI：

  10.1021/acs.orglett.5b01798
• 作为产物：
  描述：

  4-碘苯甲酸 在 四氯化碳 、 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 24.0h， 生成 (Z)-4-iodo-N'-phenylbenzohydrazonoyl chloride
  参考文献：
  名称：

  Exploiting the Electrophilic and Nucleophilic Dual Role of Nitrile Imines: One-Pot, Three-Component Synthesis of Furo[2,3-d]pyridazin-4(5H)-ones

  摘要：

  An expeditious multicomponent reaction to synthesize tetrasubstituted furo[2,3-d]pyridazin-4(5H)-ones is reported. In brief, hydrazonoyl chlorides react with isocyanoacetamides, in the presence of TEA, to give 1,3-oxazol-2-hydrazones which, without being isolated, can react with dimethylacetylene dicarboxylate to afford furo[2,3-d]pyridazin-4(5H)-ones with an unprecedented level of complexity in a triple domino Diels-Alder/retro-Diels-Alder/lactamization reaction sequence.

  DOI：

  10.1021/acs.orglett.5b01798

文献信息

• Synthesis of Aminocarbonyl<i>N</i>-Acylhydrazones by a Three-Component Reaction of Isocyanides, Hydrazonoyl Chlorides, and Carboxylic Acids
  作者：Mariateresa Giustiniano、Fiorella Meneghetti、Valentina Mercalli、Monica Varese、Francesco Giustiniano、Ettore Novellino、Gian Cesare Tron

  DOI：10.1021/ol502515b

  日期：2014.10.17

  α-aminocarbonyl N-acylhydrazones starting from readily available hydrazonoyl chlorides, isocyanides, and carboxylic acids is reported. The strategy exploits the ability of the carboxylic acid as a third component to suppress all competing reactions between nitrile imines and isocyanides, channeling the course of the reaction toward the formation of this novel class of compounds.

  从容易获得的hydr酰氯，异氰化物和羧酸开始，报道了一种新颖的一锅多组分合成α-氨基羰基N-酰基hydr的方法。该策略利用了羧酸作为第三种成分的能力，以抑制腈亚胺和异氰酸酯之间的所有竞争反应，从而将反应过程引导至这类新型化合物的形成。
• US3932661A
  申请人：——

  公开号：US3932661A

  公开（公告）日：1976-01-13
• US4017540A
  申请人：——

  公开号：US4017540A

  公开（公告）日：1977-04-12
• Exploiting the Electrophilic and Nucleophilic Dual Role of Nitrile Imines: One-Pot, Three-Component Synthesis of Furo[2,3-<i>d</i>]pyridazin-4(5<i>H</i>)-ones
  作者：Mariateresa Giustiniano、Valentina Mercalli、Jussara Amato、Ettore Novellino、Gian Cesare Tron

  DOI：10.1021/acs.orglett.5b01798

  日期：2015.8.21

  An expeditious multicomponent reaction to synthesize tetrasubstituted furo[2,3-d]pyridazin-4(5H)-ones is reported. In brief, hydrazonoyl chlorides react with isocyanoacetamides, in the presence of TEA, to give 1,3-oxazol-2-hydrazones which, without being isolated, can react with dimethylacetylene dicarboxylate to afford furo[2,3-d]pyridazin-4(5H)-ones with an unprecedented level of complexity in a triple domino Diels-Alder/retro-Diels-Alder/lactamization reaction sequence.