8'-amino-5'-nitro-3-oxo-1',2',3',4'-tetrahydro-3H-spiro[isobenzofuran-1,6'-pyrido[1,2-a]pyrimidine]-7'-carbonitrile | 1245790-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 8'-amino-5'-nitro-3-oxo-1',2',3',4'-tetrahydro-3H-spiro[isobenzofuran-1,6'-pyrido[1,2-a]pyrimidine]-7'-carbonitrile
• 英文别名: 6'-amino-9'-nitro-3-oxo-1',2',3',4'-tetrahydro-3H-spiro[isobenzofuran-1,8'-pyrido[1,2-a]pyrimidine]-7'-carbonitrile；6-Amino-9-nitro-3'-oxospiro[1,2,3,4-tetrahydropyrido[1,2-a]pyrimidine-8,1'-2-benzofuran]-7-carbonitrile
• CAS: 1245790-76-4
• 化学式: C₁₆H₁₃N₅O₄
• 分子量: 339.31
• InChiKey: OEDHNRUDKFZRPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  苯酐 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 8'-amino-5'-nitro-3-oxo-1',2',3',4'-tetrahydro-3H-spiro[isobenzofuran-1,6'-pyrido[1,2-a]pyrimidine]-7'-carbonitrile
  参考文献：
  名称：

  Design, synthesis and insecticidal activity of spiro heterocycle containing neonicotinoid analogs

  摘要：

  Spiro heterocycles frequently occur in bioactive molecules. In the pursuit of neonicotinoids with Spiro heterocycles, three types of novel neonicotinoids with spirobenzofuranone, spirooxindole or spiroacenaphythylenone framework were designed and synthesized. Insecticidal evaluation showed that some of spirobenzofuranone containing neonicotinoids exhibited moderate activity against cowpea aphid, armyworm or brown planthopper. (C) 2013 Xu-Sheng Shao and Zhong Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.12.004

文献信息

• Reactions of Heterocyclic Ketene Aminals with 2-[3-Oxoisobenzofuran-1(3H)-ylidene]malononitrile: Synthesis of Novel Polyfunctionalized 1,4-Dihydropyridine-Fused 1,3-Diazaheterocycles
  作者：Jing-Kui Yang、Zhi-Tang Huang、Chu-Yi Yu、Wen-Yuan Xu、Yue-Mei Jia

  DOI：10.1055/s-0029-1220126

  日期：2010.7

  An efficient method has been developed for the synthesis of a novel kind of polyfunctionalized 1,4-dihydropyridine-fused 1,3-diazaheterocycles via the reactions of heterocyclic ketene aminals (HKAs) with 2-[3-oxoisobenzofuran-1(3H)-ylidene]malono­nitrile.

  通过杂环烯酮胺（HKAs）与 2-[3-氧代异苯并呋喃-1(3H)-亚基]丙二腈的反应，开发了一种合成新型多官能度 1,4- 二氢吡啶融合 1,3- 二氮杂环的有效方法。