ethyl 6'-amino-5'-cyano-2-oxo-5-methoxy-2'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-3'-carboxylate | 1463448-68-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: ethyl 6'-amino-5'-cyano-2-oxo-5-methoxy-2'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-3'-carboxylate
• 英文别名: ethyl 6'-amino-5'-cyano-5-methoxy-2-oxospiro[1H-indole-3,4'-2H-pyrano[2,3-c]pyrazole]-3'-carboxylate
• CAS: 1463448-68-1
• 化学式: C₁₈H₁₅N₅O₅
• 分子量: 381.348
• InChiKey: DRXHCLDSTJEQQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  152
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-甲氧基靛红 、 丙二腈 、 sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate 在 三乙胺 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到ethyl 6'-amino-5'-cyano-2-oxo-5-methoxy-2'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-3'-carboxylate
  参考文献：
  名称：

  草酸二乙酯钠盐为试剂，获得官能化的螺[吲哚啉-3,4'-吡喃并[2,3- c ]吡唑]

  摘要：

  酸乙酯的合成的高效一锅法氨基-5' 6'-氰基-2-氧代-2' ħ -螺[二氢吲哚-3,4'-吡喃并[2,3- c ^ ]吡唑] -3-描述了中等至高产率的'-羧酸盐。

  DOI：

  10.1016/j.tetlet.2016.11.117

文献信息

• Green access to novel spiro pyranopyrazole derivatives
  作者：D.M. Pore、P.B. Patil、D.S. Gaikwad、P.G. Hegade、J.D. Patil、K.A. Undale

  DOI：10.1016/j.tetlet.2013.08.084

  日期：2013.10

  A catalyst-free multicomponent reaction (MCR) capable of affording a wide range of novel spiro pyranopyrazole derivatives from pyrazolone in situ formed from acetylenic esters with hydrazine hydrate at room temperature with isatin and malononitrile is reported. A plausible mechanism is suggested. Catalyst-free conditions along with green solvent system make the process ecofriendly as well as economical. Simple reaction conditions and easy work-up procedure that resulted into simple isolation and purification of products by non-chromatographic methods, that is, by simple recrystallization from methanol as well as novelty are the significant advantages of the present protocol. (C) 2013 Elsevier Ltd. All rights reserved.