6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one | 17037-28-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one
• 英文别名: 6-(4-Methoxy-trans-styryl)-3-thioxo-5-oxo-2,3,4,5-tetrahydro-1,2,4-triazin；6-(4-methoxy-styryl)-3-thioxo-3,4-dihydro-2H-[1,2,4]triazin-5-one；6-[(E)-2-(4-methoxyphenyl)ethenyl]-3-sulfanylidene-2H-1,2,4-triazin-5-one
• CAS: 17037-28-4
• 化学式: C₁₂H₁₁N₃O₂S
• 分子量: 261.304
• InChiKey: CVZUPMXQDHXTES-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  94.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one 在 tetraphosphorus decasulfide 、 氨 、 三乙胺 作用下， 以 吡啶 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-β-D-glucopyranosyl-5(4H)-imino-6-β-(4-methoxyphenyl)vinyl-1,2,4-triazin-3(2H)-thione
  参考文献：
  名称：

  Selective Synthesis and Structure of 6-Arylvinyl-2- and 4-Glucosyl-1,2,4-triazines of Expected Interesting Biological Activity

  摘要：

  The 6-beta-arylvinyl-2- and 4-glucosyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-ones were synthesized with high selectivity using the recently developed amino protecting group strategy. The structure of these new glucosides was established chemically, and spectroscopically. Also, some interesting chemical transformations and rearrangements were observed.

  DOI：

  10.1080/07328319908044880
• 作为产物：
  描述：

  4-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one 在 氨 作用下， 以 甲醇 为溶剂， 以97%的产率得到6-β-(4-methoxyphenyl)vinyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-one
  参考文献：
  名称：

  Selective Synthesis and Structure of 6-Arylvinyl-2- and 4-Glucosyl-1,2,4-triazines of Expected Interesting Biological Activity

  摘要：

  The 6-beta-arylvinyl-2- and 4-glucosyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-ones were synthesized with high selectivity using the recently developed amino protecting group strategy. The structure of these new glucosides was established chemically, and spectroscopically. Also, some interesting chemical transformations and rearrangements were observed.

  DOI：

  10.1080/07328319908044880

文献信息

• Intramolecular 4+2 cycloaddition of thieno[2,3-e][1,2,4]triazines: routes towards condensed thieno[2,3-b]pyridines
  作者：Yehia A Ibrahim、Balkis Al-Saleh、Atta Allah A Mahmoud

  DOI：10.1016/j.tet.2003.09.031

  日期：2003.10

  Synthetic approaches towards new condensed thienopyridine ring systems including furo[2,3-b]thieno[3,2-e]pyridines, bisthieno[2,3-b:3′,2′-e]pyridines, 5H-chromeno[2,3-b]thieno[3,2-e]pyridines, 5H-benzo(f)chromeno[2,3-b]thieno[3,2-e]pyridines have been achieved by application of intramolecular 4+2 cycloaddition reactions of suitably designed thieno[2,3-e][1,2,4]triazines tethered with alkene or alkyne

  合成新的缩合噻吩并吡啶环系统的方法，包括呋喃[2,3- b ]噻吩并[3,2- e ]吡啶，双铋[2,3- b：3'，2'- e ]吡啶，5 H- chromeno [ 2,3- b ]噻吩并[3,2- e ]吡啶，5 H-苯并（f）chromeno [2,3- b ]噻吩并[3,2- e ]吡啶已通过分子内4 + 2的应用获得适当设计的噻吩并[2,3- e ] [1,2,4]三嗪与烯烃或炔烃末端连接的环加成反应。
• EID, M. M.;BADAWY, M. A.;GHAZALA, M. A. H.;IBRAHIM, Y. A., J. HETEROCYCL. CHEM., 1983, 20, N 6, 1709-1711
  作者：EID, M. M.、BADAWY, M. A.、GHAZALA, M. A. H.、IBRAHIM, Y. A.

  DOI：——

  日期：——
• Selective Synthesis and Structure of 6-Arylvinyl-2- and 4-Glucosyl-1,2,4-triazines of Expected Interesting Biological Activity
  作者：Abdel Kader Mansour、Yehia A. Ibrahim、Nasser S. A. M. Khalil

  DOI：10.1080/07328319908044880

  日期：1999.10

  The 6-beta-arylvinyl-2- and 4-glucosyl-3-thioxo-2,3-dihydro-1,2,4-triazin-5(4H)-ones were synthesized with high selectivity using the recently developed amino protecting group strategy. The structure of these new glucosides was established chemically, and spectroscopically. Also, some interesting chemical transformations and rearrangements were observed.