3-Mercapto-4-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-6-methyl-4H-[1,2,4]triazin-5-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-Mercapto-4-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-6-methyl-4H-[1,2,4]triazin-5-one
• 英文别名: 4-[(4-methoxyphenyl)methylideneamino]-6-methyl-3-sulfanylidene-2H-1,2,4-triazin-5-one
• 化学式: C₁₂H₁₂N₄O₂S
• mdl: MFCD02172175
• 分子量: 276.319
• InChiKey: JBOJLCRPMLDLJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  98.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-Mercapto-4-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-6-methyl-4H-[1,2,4]triazin-5-one 在 potassium carbonate 作用下， 以 氘代二甲亚砜 、 乙腈 为溶剂， 反应 2.0h， 生成 cis-8-benzoyl-7-p-methoxyphenyl-3-methyl-7,8-dihydro-6H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one
  参考文献：
  名称：

  二氢噻二嗪和二氢噻二唑的立体选择性合成及其热解脱硫环的收缩

  摘要：

  分子内碱催化的C–C键形成导致反式-6,7-dihydro-5 H- [1,2,4]三唑[3,4- b ] [1,3,4]噻二嗪，反式的排他立体选择性合成-7,8-二氢-6- ħ - [1,2,4]三嗪并[3,4- b ] [1,3,4]噻二嗪-4-酮，和反式-3,4-二氢2 ħ - [1,3,4] thiadiazino [2,3 - b ] quinazolin-10-one。反式-6,7-二氢-5- ħ - [1,2,4]三唑并[3,4- b ] [1,3,4]噻二嗪在CDCl慢慢异构化3和更迅速地在DMSO- d 6为相应的顺式立体异构体。另一个反式-6,7-二氢-[1,3,4]噻二嗪在DMSO- d 6中也异构化为相应的顺式立体异构体。这些杂环缩合的二氢噻二嗪热解转化为其相应的吡唑并[5,1- b ] [1,2,4]三唑，吡唑并[5,1- c ] [1,2,4]三嗪-4-酮和吡唑并[描述了通过脱硫环收缩的4，3

  DOI：

  10.1016/j.tet.2011.06.034
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 4-氨基-3-疏基-6-甲基-4H-[1,2,4]噻嗪-5-酮 在 sodium acetate 、 溶剂黄146 作用下， 反应 4.0h， 以85%的产率得到3-Mercapto-4-{[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-6-methyl-4H-[1,2,4]triazin-5-one
  参考文献：
  名称：

  二氢噻二嗪和二氢噻二唑的立体选择性合成及其热解脱硫环的收缩

  摘要：

  分子内碱催化的C–C键形成导致反式-6,7-dihydro-5 H- [1,2,4]三唑[3,4- b ] [1,3,4]噻二嗪，反式的排他立体选择性合成-7,8-二氢-6- ħ - [1,2,4]三嗪并[3,4- b ] [1,3,4]噻二嗪-4-酮，和反式-3,4-二氢2 ħ - [1,3,4] thiadiazino [2,3 - b ] quinazolin-10-one。反式-6,7-二氢-5- ħ - [1,2,4]三唑并[3,4- b ] [1,3,4]噻二嗪在CDCl慢慢异构化3和更迅速地在DMSO- d 6为相应的顺式立体异构体。另一个反式-6,7-二氢-[1,3,4]噻二嗪在DMSO- d 6中也异构化为相应的顺式立体异构体。这些杂环缩合的二氢噻二嗪热解转化为其相应的吡唑并[5,1- b ] [1,2,4]三唑，吡唑并[5,1- c ] [1,2,4]三嗪-4-酮和吡唑并[描述了通过脱硫环收缩的4，3

  DOI：

  10.1016/j.tet.2011.06.034

文献信息

• Allylation of aldiminomercaptotriazinones using allyl halides and allylmetal compounds
  作者：Ashraf A. El-Shehawy

  DOI：10.1002/hc.10144

  日期：——

  Allylation of 4-amino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-one (1) and its arylideneamino derivatives 5 was performed through two different methods. Reaction of 1 and 5 with allylic bromides 2 in the presence of sodium ethoxide afforded a mixture of S- and N-allylated products. Treatment of arylimines 5 with allylic zinc bromides 9 and triallylborane reagents 12 did not affect the hetero-ring opening

  4-amino-3-mercapto-6-methyl-4H-1,2,4-triazin-5-one (1) 及其亚芳基氨基衍生物 5 的烯丙基化是通过两种不同的方法进行的。在乙醇钠存在下，1和5与烯丙基溴2的反应得到S-和N-烯丙基化产物的混合物。用烯丙基溴化锌 9 和三烯丙基硼烷试剂 12 处理芳基亚胺 5 不影响杂环开环，但侧链的 CN 键发生加成反应，产生 C-烯丙基化产物 10。 © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:280–287, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10144
• SYNTHESIS AND CHARACTERIZATION OF SOME BIVALENT METAL COMPLEXES OF SCHIFF BASES DERIVED FROM<i>as</i>-TRIAZINE
  作者：Gurmit Singh、Ph. Ashutosh Singh、Ashok K. Sen、Kiran Singha、Surendra N. Dubeya、Ram N. Handa、Junghoon Choi

  DOI：10.1081/sim-120013155

  日期：2002.11.2

  New complexes of Co(II), Ni(II), Cu(II) and Zn(II) with the new Schiff bases derived from the condensation of 4-amino-3-mercapto-6-methyl-5-oxo-1,2,4-as-triazine (HAMMOT) with anisaldehyde (HAnMMOT), o-vanillin (H2MMOVT), indole-3-carboxyaldehyde (HIMMOT) and acetophenone (HAcMMOT), respectively, have been synthesized. The complexes were characterized by elemental analyses, magnetic susceptibility measurements, infrared and electronic spectral data. The ligands have been characterized on the basis of IR and H-1 NMR spectra. The Schiff bases HAnMMOT, HIMMOT and HAcMMOT act as bidentate S,N donor and H2MMOVT acts as terdentate S,N,O donor ligands. The thermal stabilities of the complexes are also reported.
• Sengupta; Pandey; Srivastava, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1999, vol. 38, # 9, p. 956 - 960
  作者：Sengupta、Pandey、Srivastava、Rai、Mishra

  DOI：——

  日期：——
• Yadav, Sharda; Srivastava, Seema; Pandey, O. P., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, <hi>1994</hi>, vol. 24, p. 925 - 940
  作者：Yadav, Sharda、Srivastava, Seema、Pandey, O. P.、Sengupta, S. K.

  DOI：——

  日期：——
• Stereoselective synthesis of dihydrothiadiazinoazines and dihydrothiadiazinoazoles and their pyrolytic desulfurization ring contraction
  作者：Alya Al-Etaibi、Elizabeth John、Maher R. Ibrahim、Nouria A. Al-Awadi、Yehia A. Ibrahim

  DOI：10.1016/j.tet.2011.06.034

  日期：2011.8

  4]thiadiazines isomerize also in DMSO-d6 into the corresponding cis-stereoisomers. Pyrolytic conversion of these heterocyclic condensed dihydrothiadiazines into their corresponding pyrazolo[5,1-b][1,2,4]triazoles, pyrazolo[5,1-c][1,2,4]triazin-4-ones and pyrazolo[4,3-b]quinazolin-9-ones via desulfurization ring contraction is described.

  分子内碱催化的C–C键形成导致反式-6,7-dihydro-5 H- [1,2,4]三唑[3,4- b ] [1,3,4]噻二嗪，反式的排他立体选择性合成-7,8-二氢-6- ħ - [1,2,4]三嗪并[3,4- b ] [1,3,4]噻二嗪-4-酮，和反式-3,4-二氢2 ħ - [1,3,4] thiadiazino [2,3 - b ] quinazolin-10-one。反式-6,7-二氢-5- ħ - [1,2,4]三唑并[3,4- b ] [1,3,4]噻二嗪在CDCl慢慢异构化3和更迅速地在DMSO- d 6为相应的顺式立体异构体。另一个反式-6,7-二氢-[1,3,4]噻二嗪在DMSO- d 6中也异构化为相应的顺式立体异构体。这些杂环缩合的二氢噻二嗪热解转化为其相应的吡唑并[5,1- b ] [1,2,4]三唑，吡唑并[5,1- c ] [1,2,4]三嗪-4-酮和吡唑并[描述了通过脱硫环收缩的4，3