4-Methylsulfanyl-6-(3-nitro-phenyl)-2-oxo-2H-pyran-3-carbonitrile | 251300-68-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Methylsulfanyl-6-(3-nitro-phenyl)-2-oxo-2H-pyran-3-carbonitrile
• 英文别名: 4-Methylsulfanyl-6-(3-nitrophenyl)-2-oxopyran-3-carbonitrile
• CAS: 251300-68-2
• 化学式: C₁₃H₈N₂O₄S
• 分子量: 288.284
• InChiKey: ITLNSHSTJLAWDX-UHFFFAOYSA-N

物化性质

• 沸点：
  434.4±45.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  亚乙基硫脲 、 4-Methylsulfanyl-6-(3-nitro-phenyl)-2-oxo-2H-pyran-3-carbonitrile 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以67%的产率得到2-[7-(3-nitrophenyl)-2,3-dihydro-5H-imidazo[2,1-b][1,3]thiazin-5-ylidene]acetonitrile
  参考文献：
  名称：

  Synthesis of bridgedhead azolo[3,2-a]pyrimidines and imidazo[2,1-b]thiazines through ring transformation of 2H-pyran-2-ones

  摘要：

  Suitably functionalized 3-carbomethoxy/cyano-2H-pyran-2-ones are excellent synthons for the synthesis of arenes and heteroarenes of therapeutic importance. The compounds 6-aryl-3-cyano-4-methylsulfanyl-2H-pyran-2-ones have been transformed into bridgedhead azolopyrimidines and imidazothiazines through thermal and base-induced ring transformation reactions with aminoazoles and imidazolidin-2-thiones, respectively. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)01101-3
• 作为产物：
  描述：

  3,3-双(甲硫基)-2-氰基丙烯酸乙酯 、 间硝基苯乙酮 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-Methylsulfanyl-6-(3-nitro-phenyl)-2-oxo-2H-pyran-3-carbonitrile
  参考文献：
  名称：

  Synthesis of thiophenes and thieno[3,2-c]pyran-4-ones as antileishmanial and antifungal agents

  摘要：

  A series of highly functionalized thiophene (2) and thieno[3,2-c]pyran-4-one(4) derivatives have been synthesized and evaluated for their antileishmanial and antifungal activities. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10153-6

文献信息

• An expeditious synthesis of imidazo[1,2-a]pyridines through nucleophile induced ring transformation reactions of 6-aryl-4-methylsulfanyl-2H-pyran-2-one-3-carbonitriles
  作者：Vishnu Ji Ram、Nidhi Agarwal、Ashoke Sharon、Prakas R Maulik

  DOI：10.1016/s0040-4039(01)02112-8

  日期：2002.1

  An efficient and convenient synthesis of 2-(5-aryl-8-nitro-2,3-dihydroimidazo[1,2-a]pyridin-7(1H)-ylidene)acetonitriles (3) and 6-aryl-4-2-[(E)-nitromethylidene]-1-imidazolidinyl}-2-oxo-2H-pyran-3-carbonitriles (4) through nucleophile induced ring transformation of suitably functionalized 2H-pyran-2-one (1) from imidazoliden-2-ylidene nitromethane is delineated.

  有效和方便地合成2-（5-芳基-8-硝基-2,3-二氢咪唑并[1,2 - a ]吡啶-7（1 H）-亚烷基）乙腈（3）和6-芳基-4- 2-[（E）-硝基亚甲基] -1-咪唑啉基} -2-氧代-2 H-吡喃-3-甲腈（4）通过亲核试剂诱导的适当官能化的2 H-吡喃-2-酮的环转化（1）描绘了由咪唑啉-2-亚甲基硝基甲烷衍生的产物。
• Synthesis of Quinolizines, Pyrano[4,3-b]quinolizines and Azaquinolizines Through Nucleophile Induced Ring Transformation Reactions
  作者：Vishnu Ji Ram

  DOI：10.1055/s-1999-3605

  日期：1999.11
• Synthesis of thiophenes and thieno[3,2-c]pyran-4-ones as antileishmanial and antifungal agents
  作者：Vishnu J. Ram、Atul Goel、P.K. Shukla、A. Kapil

  DOI：10.1016/s0960-894x(97)10153-6

  日期：1997.12

  A series of highly functionalized thiophene (2) and thieno[3,2-c]pyran-4-one(4) derivatives have been synthesized and evaluated for their antileishmanial and antifungal activities. (C) 1997 Elsevier Science Ltd.
• Synthesis of bridgedhead azolo[3,2-a]pyrimidines and imidazo[2,1-b]thiazines through ring transformation of 2H-pyran-2-ones
  作者：Vishnu Ji Ram、Pratibha Srivastava、Atul Goel

  DOI：10.1016/s0040-4020(03)01101-3

  日期：2003.9

  Suitably functionalized 3-carbomethoxy/cyano-2H-pyran-2-ones are excellent synthons for the synthesis of arenes and heteroarenes of therapeutic importance. The compounds 6-aryl-3-cyano-4-methylsulfanyl-2H-pyran-2-ones have been transformed into bridgedhead azolopyrimidines and imidazothiazines through thermal and base-induced ring transformation reactions with aminoazoles and imidazolidin-2-thiones, respectively. (C) 2003 Elsevier Ltd. All rights reserved.