2-Amino-8,10-dimethyl-4-[4-(methylsulfanyl)phenyl]-7-oxo-4H,7H-furo[3',4':6,7]cyclohepta[1,2-B]pyran-3-carbonitrile | 780777-91-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环庚吡喃类
• 英文名称: 2-Amino-8,10-dimethyl-4-[4-(methylsulfanyl)phenyl]-7-oxo-4H,7H-furo[3',4':6,7]cyclohepta[1,2-B]pyran-3-carbonitrile
• 英文别名: 13-amino-3,5-dimethyl-11-(4-methylsulfanylphenyl)-7-oxo-4,14-dioxatricyclo[8.4.0.02,6]tetradeca-1(10),2,5,8,12-pentaene-12-carbonitrile
• CAS: 780777-91-5
• 化学式: C₂₂H₁₈N₂O₃S
• 分子量: 390.463
• InChiKey: USSZMXRIRGKQLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(4-(methylthio)benzylidene)malononitrile 、 8-hydroxy-1,3-dimethyl-4H-cyclohepta[c]furan-4-one 在 三乙胺 作用下， 以 乙腈 为溶剂， 以57%的产率得到2-Amino-8,10-dimethyl-4-[4-(methylsulfanyl)phenyl]-7-oxo-4H,7H-furo[3',4':6,7]cyclohepta[1,2-B]pyran-3-carbonitrile
  参考文献：
  名称：

  Synthesis of derivatives of the new condensed system 4H,7H-furo[3′,4′:6,7]cyclohepta[1,2-b]pyran

  摘要：

  8-Hydroxy-1,3-dimethyl-4H-cyclohepta[c]furan-4-one reacts with arylidenemalononitriles and, like 1,3-oxo enols, forms the corresponding condensed 2-amino-4H-pyrans. The analogous reaction with 3-(dicyanomethylene)indolin-2-ones give spirocyclic 2-amino-4H-pyrans. The 4-aminopyrimidine ring is formed on the basis of the enamino nitrile fragment of the new pyrans by successive reaction with triethoxymethane and then with aqueous ammonia.

  DOI：

  10.1007/s10593-008-0037-1

文献信息

• Synthesis of derivatives of the new condensed system 4H,7H-furo[3′,4′:6,7]cyclohepta[1,2-b]pyran
  作者：M. Yu. Arsen’eva、V. G. Arsen’ev

  DOI：10.1007/s10593-008-0037-1

  日期：2008.2

  8-Hydroxy-1,3-dimethyl-4H-cyclohepta[c]furan-4-one reacts with arylidenemalononitriles and, like 1,3-oxo enols, forms the corresponding condensed 2-amino-4H-pyrans. The analogous reaction with 3-(dicyanomethylene)indolin-2-ones give spirocyclic 2-amino-4H-pyrans. The 4-aminopyrimidine ring is formed on the basis of the enamino nitrile fragment of the new pyrans by successive reaction with triethoxymethane and then with aqueous ammonia.