ethyl 6'-amino-5'-cyano-2-oxo-5-chloro-2'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-3'-carboxylate | 1463448-66-9

• 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-chloro-2'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-3'-carboxylate
• 英文别名: ethyl 6'-amino-5-chloro-5'-cyano-2-oxospiro[1H-indole-3,4'-2H-pyrano[2,3-c]pyrazole]-3'-carboxylate
• CAS: 1463448-66-9
• 化学式: C₁₇H₁₂ClN₅O₄
• 分子量: 385.766
• InChiKey: LAVWFCHGYWHBQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氯靛红 、 丁炔二酸二乙酯 、 丙二腈 在 一水合肼 作用下， 以 乙醇 、 水 为溶剂， 反应 0.11h， 以89%的产率得到ethyl 6'-amino-5'-cyano-2-oxo-5-chloro-2'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-3'-carboxylate
  参考文献：
  名称：

  Green access to novel spiro pyranopyrazole derivatives

  摘要：

  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.

  DOI：

  10.1016/j.tetlet.2013.08.084

文献信息

• Diethyl oxalacetate sodium salt as a reagent to obtain functionalized spiro[indoline-3,4′-pyrano[2,3- c ]pyrazoles]
  作者：Vladimir L. Gein、Tatiana M. Zamaraeva、Pavel A. Slepukhin

  DOI：10.1016/j.tetlet.2016.11.117

  日期：2017.1

  An efficient one-pot procedure for the synthesis of ethyl 6′-amino-5′-cyano-2-oxo-2′H-spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylates in moderate to high yields is described.

  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。