(Z)-4'-nitro-5'-(2-(2-oxoindolin-3-ylidene)hydrazineyl)-1',2'-dihydrospiro[indoline-3,3'-pyrazol]-2-one | 1370699-48-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (Z)-4'-nitro-5'-(2-(2-oxoindolin-3-ylidene)hydrazineyl)-1',2'-dihydrospiro[indoline-3,3'-pyrazol]-2-one
• 英文别名: 4'-nitro-5'-(2-(2-oxoindolin-3-ylidene)hydrazinyl)-1',2'-dihydrospiro[indoline-3,3'-pyrazol]-2-one
• CAS: 1370699-48-1；1431790-10-1
• 化学式: C₁₈H₁₃N₇O₄
• 分子量: 391.346
• InChiKey: NUBKCUSZDXWGSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.33
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  149.79
• 氢给体数：
  5.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  靛红 、 1,1‐dihydrazino‐2‐nitroethylene 以 乙醇 为溶剂， 反应 1.5h， 以85%的产率得到(Z)-4'-nitro-5'-(2-(2-oxoindolin-3-ylidene)hydrazineyl)-1',2'-dihydrospiro[indoline-3,3'-pyrazol]-2-one
  参考文献：
  名称：

  Uncatalyzed One-Pot Synthesis of Highly Substituted Pyridazines and Pyrazoline-Spirooxindoles via Domino SN/Condensation/Aza-ene Addition Cyclization Reaction Sequence

  摘要：

  A previously unknown class of highly substituted pyridazines and pyrazoline-spirooxinoles are easily prepared by an uncatalyzed one-pot three-component approach incorporating a domino SN/condensation/aza-ene addition cyclization reaction sequence. 1,1-Dihydrazino-2-nitroethylene (DHNE) which is generated in situ from the nudeophilic substitution (SN) reaction of hydrazine and 1,1-bis(methylthio)-2-nitroethylene (BMTNE), allowed to be condensed with active 1,2-dicarbonyl compounds followed by an intramolecular aza-ene addition cyclization to obtain the titled products depending on the type of 1,2-dicarbonyl. All reactions are easily performed and proceed with high efficiency under very simple and mild conditions without any catalyst and give good yields avoiding time-consuming, costly syntheses, and tedious workup and purification of products.

  DOI：

  10.1021/co400005y

文献信息

• A Unique Approach to Catalyst-Free, One-Pot Synthesis of Spirooxindole-Pyrazolines
  作者：Abdolali Alizadeh、Nasrin Zohreh

  DOI：10.1055/s-0031-1290322

  日期：2012.2

  A pseudo-five-component synthesis of spirooxindole-pyrazolines via a one-pot and catalyst-free reaction under mild conditions is reported. The 1,1-bishydrazino-2-nitroethylene intermediate generated in situ from the addition of aqueous hydrazine to 1,1-bis(methylthio)-2-nitroethylene is trapped by two equivalents of isatin derivatives to obtain the title compounds. spirooxindole - isatin - spiropyrazole

  据报道，在温和条件下，通过一锅法和无催化剂的反应，可以合成螺五吲哚-吡唑啉的拟五组分合成物。由将肼水溶液加至1，1-双（甲硫基）-2-硝基乙烯而就地产生的1，1-双肼基-2-硝基乙烯中间体被两当量的靛红衍生物捕获，得到标题化合物。 螺虫醇-靛红-螺吡唑-吡唑啉-1,1-双（甲硫基）-2-硝基乙烯-一锅反应