6'-amino-5-fluoro-3'-methyl-2-oxo-1'-phenyl-1'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6'-amino-5-fluoro-3'-methyl-2-oxo-1'-phenyl-1'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile
• 英文别名: 6'-amino-5-fluoro-3'-methyl-2-oxo-1'-phenyl-1,2-dihydro-1'H-spiro[indole-3,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile；6'-amino-5-fluoro-3'-methyl-2-oxo-1'-phenylspiro[1H-indole-3,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile
• 化学式: C₂₁H₁₄FN₅O₂
• 分子量: 387.373
• InChiKey: XZNNIOPALKTHKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氟靛红 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 6'-amino-5-fluoro-3'-methyl-2-oxo-1'-phenyl-1'H-spiro[indoline-3,4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile
  参考文献：
  名称：

  Joshi, Krishna C.; Jain, Renuka; Arora, Seema, Journal of the Indian Chemical Society, 1988, vol. 65, p. 277 - 279

  摘要：

  DOI：

文献信息

• Silica-bonded 5-n-propyl-octahydro-pyrimido[1,2-a]azepinium chloride (SB-DBU)Cl as a highly efficient, heterogeneous and recyclable silica-supported ionic liquid catalyst for the synthesis of benzo[b]pyran, bis(benzo[b]pyran) and spiro-pyran derivatives
  作者：Alireza Hasaninejad、Nooshin Golzar、Maryam Beyrati、Abdolkarim Zare、Mohammad Mahdi Doroodmand

  DOI：10.1016/j.molcata.2013.02.022

  日期：2013.6

  The reaction of 3-chloropropyl silica (SilprCl) with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in dry acetone affords silica-bonded 5-n-propyl-octahydro-pyrimido[1,2-a]azepinium chloride (SB-DBU)Cl as a new silica-supported ionic liquid catalyst. Afterward, (SB-DBU)Cl is used for the efficient synthesis of 4H-benzo[b]pyran derivatives via the one-pot, three-component reaction of carbonyl compounds (cyclohexane-1

  3-氯丙基二氧化硅（SilprCl）与1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）在干燥的丙酮中的反应得到二氧化硅键合的5-正丙基-八氢-嘧啶基[1,2- a]氯化ze嗪（SB-DBU）Cl作为新型的二氧化硅负载型离子液体催化剂。之后，（SB-DBU）Cl通过羰基化合物（环己烷-1,3-二酮，5,5-一锅法）的三锅法有效合成4 H-苯并[ b ]吡喃衍生物。（1，3-二甲基环己烷-1，3-二酮或3-甲基-1-苯基-2-吡唑啉-5-酮）与芳族醛和烷基丙二酸酯。此外，一些新颖的双（苯并[ b使用（SB-DBU）Cl合成[] pyran] s和在结构上含有羟吲哚和/或喹喔啉部分的多种结构多样的螺-吡喃。将催化剂循环使用十五次，收率不变。
• Glycerol as a biodegradable and reusable promoting medium for the catalyst-free one-pot three component synthesis of 4H-pyrans
  作者：Hamid Reza Safaei、Mohsen Shekouhy、Sudabeh Rahmanpur、Athar Shirinfeshan

  DOI：10.1039/c2gc35135h

  日期：——

  Glycerol is applied as a green, biodegradable and reusable promoting medium for one-pot three component synthesis of 4H-pyrans under catalyst-free conditions. A broad range of substrates including aromatic and heteroaromatic aldehydes, isatine derivatives, acenaphthenequinone and ninehydrine are condensed with carbonyl compounds possessing a reactive α-methylene group and alkylmalonates. All reactions are completed in short times, and the products are obtained in good to excellent yields. The reaction medium could be recycled and reused several times without any loss of efficiency.

  甘油作为绿色、生物可降解且可重复利用的促进介质，在无催化剂条件下用于一锅法三组分合成4H-吡喃。广泛的一系列底物，包括芳香和杂环醛、吲哚醌衍生物、苊醌和九氢吲哚，与具有活性α-亚甲基的羰基化合物及烷基丙二酸酯进行缩合反应。所有反应均在短时间内完成，产物收率良好至优异。反应介质可回收并重复使用多次，效率无任何损失。
• Guanine base stabilized on the magnetic nanoparticles as recyclable catalyst “on water” for the synthesis of spirooxindole derivatives
  作者：Dariush Saberi、Mohammad Bashkar、Arash Rezaei、Zohre Azizi、Khodabakhsh Niknam

  DOI：10.1016/j.jorganchem.2021.121912

  日期：2021.9

  stabilized on the surface of silica-modified magnetic nanoparticles, by the propyl group as a linker, (Fe3O4@SiO2-n-(propyl)-guanine), was prepared, identified and used as a recyclable base in the synthesis of novel spirooxindole compounds and highly substituted dihydro-2-oxopyrroles in aqueous media. Fe3O4@SiO2-n-(propyl)-guanine was characterized via some spectroscopic and microscopic techniques

  在二氧化硅修饰的磁性纳米粒子表面稳定的鸟嘌呤，通过丙基作为连接体，(Fe 3 O 4 @SiO 2 -n-(丙基)-鸟嘌呤)，被制备、鉴定并用作可回收碱在水性介质中合成新型螺吲哚化合物和高度取代的二氢-2-氧代吡咯。Fe 3 O 4 @SiO 2-n-(丙基)-鸟嘌呤通过一些光谱和显微技术进行表征，例如红外光谱 (IR)、X 射线衍射光谱 (XRD)、能量色散 X 射线光谱 (EDX)、振动样品磁强计 (VSM)、扫描电子显微镜 (SEM)、高分辨率透射电子显微镜 (HR-TEM)、热重分析 (TGA) 和核磁共振检测氢/氘 (H/D) 交换技术。合成的纳米复合材料被用作一种新的碱催化剂，用于在水性介质中合成一些新型螺吲哚化合物和高度取代的二氢-2-氧代吡咯，收率良好。这种非均相碱催化剂可以循环使用多达 10 次而不会明显损失活性。
• Riyaz, Sd; Indrasena; Naidu, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53B, # 11, p. 1442 - 1447
  作者：Riyaz, Sd、Indrasena、Naidu、Dubey

  DOI：——

  日期：——
• JOSHI, KRISHNA C.;JAIN, RENUKA;ARORA, SEEMA, J. INDIAN. CHEM. SOC., 65,(1988) N 4, 277-279
  作者：JOSHI, KRISHNA C.、JAIN, RENUKA、ARORA, SEEMA

  DOI：——

  日期：——