2-amino-5-cyano-6-(4'-chlorophenyl)-4-thioxo-4H-pyran-3-ylphenylphosphinic acid ethyl ester | 205595-53-5

• 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: 2-amino-5-cyano-6-(4'-chlorophenyl)-4-thioxo-4H-pyran-3-ylphenylphosphinic acid ethyl ester
• 英文别名: 6-Amino-2-(4-chlorophenyl)-5-[ethoxy(phenyl)phosphoryl]-4-sulfanylidenepyran-3-carbonitrile
• CAS: 205595-53-5
• 化学式: C₂₀H₁₆ClN₂O₃PS
• 分子量: 430.851
• InChiKey: KLJXFVWIMSPVOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  117
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-amino-5-cyano-6-(4'-chlorophenyl)-4-thioxo-4H-pyran-3-ylphenylphosphinic acid ethyl ester 在 mercury(II) diacetate 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 1.0h， 以38%的产率得到6-Amino-2-(4-chlorophenyl)-5-[ethoxy(phenyl)phosphoryl]-4-oxopyran-3-carbonitrile
  参考文献：
  名称：

  Synthesis and Chemical Reactions of New Phosphono-phosphino Substituted g-Thiapyrones

  摘要：

  1,3-Dithietane-2,4-diylidenebis(cyanomethylphosphonates) and -phenylphosphinates (1/2) react with various substituted acetonitriles (3) to give phosphono-phosphino substituted gamma-thiapyrones (4/5). The constitution of one reaction product is confirmed by an X-ray crystal structure analysis (4.2 c). The gamma-thiapyrones are converted to boc-protected gamma-thiapyrones (6/7) and to gamma-pyrones (8/9) via oxidation.

  DOI：

  10.3987/com-97-s(n)9
• 作为产物：
  描述：

  diethyl 1,3-dithietane-2,4-diylidenebis(cyanomethylphenylphosphinate) 、 对氯苯乙酰腈 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以68%的产率得到2-amino-5-cyano-6-(4'-chlorophenyl)-4-thioxo-4H-pyran-3-ylphenylphosphinic acid ethyl ester
  参考文献：
  名称：

  Synthesis and Chemical Reactions of New Phosphono-phosphino Substituted g-Thiapyrones

  摘要：

  1,3-Dithietane-2,4-diylidenebis(cyanomethylphosphonates) and -phenylphosphinates (1/2) react with various substituted acetonitriles (3) to give phosphono-phosphino substituted gamma-thiapyrones (4/5). The constitution of one reaction product is confirmed by an X-ray crystal structure analysis (4.2 c). The gamma-thiapyrones are converted to boc-protected gamma-thiapyrones (6/7) and to gamma-pyrones (8/9) via oxidation.

  DOI：

  10.3987/com-97-s(n)9

文献信息

• Synthesis and Chemical Reactions of New Phosphono-phosphino Substituted g-Thiapyrones
  作者：Richard Neidlein、Dirk Uwe Hahn、Walter Kramer、Claus Krieger

  DOI：10.3987/com-97-s(n)9

  日期：——

  1,3-Dithietane-2,4-diylidenebis(cyanomethylphosphonates) and -phenylphosphinates (1/2) react with various substituted acetonitriles (3) to give phosphono-phosphino substituted gamma-thiapyrones (4/5). The constitution of one reaction product is confirmed by an X-ray crystal structure analysis (4.2 c). The gamma-thiapyrones are converted to boc-protected gamma-thiapyrones (6/7) and to gamma-pyrones (8/9) via oxidation.