1,5-diphenyl-3-(methylthio)-2-pentene-1,5-dione | 78227-64-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-diphenyl-3-(methylthio)-2-pentene-1,5-dione
• 英文别名: 3-(Methylsulfanyl)-1,5-diphenylpent-2-ene-1,5-dione；3-methylsulfanyl-1,5-diphenylpent-2-ene-1,5-dione
• CAS: 78227-64-2
• 化学式: C₁₈H₁₆O₂S
• 分子量: 296.39
• InChiKey: DTJWJEDEPXBENO-UHFFFAOYSA-N

物化性质

• 熔点：
  106-108 °C
• 沸点：
  486.0±45.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  59.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5-diphenyl-3-(methylthio)-2-pentene-1,5-dione 在 potassium tert-butylate 、 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 、 乙腈 为溶剂， 反应 4.75h， 生成 3-benzoyl-4-(1,1-dicyanomethylene)-1,6-diphenyl-2-ethylthio-1,4-dihydropyridine
  参考文献：
  名称：

  Becher, Jan; Hansen, Poul, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1129 - 1134

  摘要：

  DOI：
• 作为产物：
  描述：

  3,3-双甲基磺酰基-1-苯丙酮 、 苯乙酮 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以76%的产率得到1,5-diphenyl-3-(methylthio)-2-pentene-1,5-dione
  参考文献：
  名称：

  Synthesis of 2,6-disubstituted pyridines, polypyridinyls, and annulated pyridines

  摘要：

  DOI：

  10.1021/jo00137a001

文献信息

• Pyrylium salts
  申请人：Rensselaer Polytechnic Institute

  公开号：US04476313A1

  公开（公告）日：1984-10-09

  A method is disclosed for preparing pyrylium and thiapyrylium salts having the formula represented below (where X is O,S or Se): ##STR1## and where R.sup.1 and R.sup.2 represents a branched or unbranched alkyl radical having up to about 15 carbon atoms, an aromatic group having as substituents alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms, substituted amino radicals have 1 to 2 carbon radicals containing 1 to about 4 carbon atoms, an heterocyclic group having as substitute alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms and amino radicals having 1 or 2 carbon radicals containing 1 to about 4 carbons, thiophene radicals and furan radical containing a variety of substituents; R.sup.3 represents a thioalkyl radical having 1 to about 4 carbon atoms thiobenzyl, thioaryl and thiocycloalkyl, as well as thiohetaryl radicals such as thiohydridyl and related 5-and-membered systems; and Z.sup.- is an anionic function. The salts are prepared by condensing the methyl ketone with carbon disulfide in the presence of sodium hydride, treating the product with methyl iodide to form the .alpha.-oxoketenedithioacetal; condensing the .alpha.-oxoketenedithioacetal with another methyl ketone in the presence of two equivalents of potassium tert-butoxide to form a 1,5-enedione; and cyclizing the enedione with tetrafluoroboric acid.

  本发明公开了一种制备具有以下式子（其中X为O、S或Se）的吡啶和硫吡啶盐的方法：##STR1## 其中R.sup.1和R.sup.2代表具有多达约15个碳原子的分支或非分支烷基基团，具有烷基基团（含1至约15个碳原子）的芳香基团，具有1至约4个碳原子的烷氧基团，含1至2个碳原子的含1至约4个碳原子的取代氨基基团，具有烷基基团（含1至约15个碳原子）的杂环基团，具有1至约4个碳原子的烷氧基团和含1或2个碳原子的含1至约4个碳原子的氨基基团，含有各种取代基的噻吩基团和呋喃基团；R.sup.3代表具有1至约4个碳原子的硫代烷基基团、硫代苄基、硫代芳基和硫代环烷基，以及硫代杂芳基基团，例如硫代氢基和相关的5-和成员系统；Z.sup.-是一个阴离子基团。该盐通过在氢氧化钠存在下将甲基酮与二硫化碳缩合，用甲基碘处理产物以形成α-氧代酮二硫缩醛；在两当量的叔丁氧基钾存在下将α-氧代酮二硫缩醛与另一个甲基酮缩合以形成1,5-烯二酮；并用四氟硼酸将烯二酮环化制备。
• Method of making known and previously unavailable pyrylium salts
  申请人：Rensselaer Polytechnic Institute

  公开号：US04451659A1

  公开（公告）日：1984-05-29

  A method is disclosed for preparing pyrylium and thiapyrylium salts having the formula represented below (where X is O,S or Se): ##STR1## and where R.sup.1 and R.sup.2 represents a branched or unbranched alkyl radical having up to about 15 carbon atoms, an aromatic group having as substituents alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms, substituted amino radicals have 1 to 2 carbon radicals containing 1 to about 4 carbon atoms, a heterocyclic group having as substitute alkyl radicals with 1 to about 15 carbon atoms, alkoxy radicals having 1 to about 4 carbon atoms and amino radicals having 1 or 2 carbon radicals containing 1 to about 4 carbons, thiophene radicals and furan radical containing a variety of substituents; R.sup.3 represents a thioalkyl radical having 1 to about 4 carbon atoms thiobenzyl, thioaryl and thiocycloalkyl, as well as thiohetaryl radicals such as thiohydridyl and related 5-and 6-membered systems; and Z.sup.- is an anionic function. The salts are prepared by condensing the methyl ketone with carbon disulfide in the presence of sodium hydride, treating the product with methyl iodide to form the .alpha.-oxoketenedithioacetal; condensing the .alpha.-oxoketenedithioacetal with another methyl ketone in the presence of two equivalents of potassium tert-butoxide to form a 1,5-enedione; and cyclizing the enedione with tetrafluoroboric acid.

  公开了一种制备具有以下表示式（其中X为O，S或Se）的吡啶和硫代吡啶盐的方法：##STR1##其中R.sup.1和R.sup.2表示具有多达约15个碳原子的支链或非支链烷基基团，具有烷基基团的芳香族基团，其碳原子数为1到约15，具有1到约4个碳原子的烷氧基团，含有1到2个碳基团的1到约4个碳原子的取代氨基基团，具有作为取代基的烷基基团的杂环基团，其碳原子数为1到约15，具有1到约4个碳原子的烷氧基团和具有1或2个碳基团的1到约4个碳原子的氨基基团，含有各种取代基的噻吩基团和呋喃基团；R.sup.3表示具有1到约4个碳原子的硫代烷基基团，硫代苄基，硫代芳基和硫代环烷基，以及硫代杂芳基基团，如硫代氢基和相关的5和6元系统；Z.sup.-是一个阴离子功能。盐通过在氢化钠存在下将甲基酮与二硫化碳缩合制备，用甲基碘处理产物以形成α-氧代酮二硫缩醛；在两当量的叔丁氧基钾存在下将α-氧代酮二硫缩醛与另一个甲基酮缩合形成1,5-烯二酮；并用四氟硼酸使烯二酮环化制备。
• Synthesis of 2,6-disubstituted pyridines, polypyridinyls, and annulated pyridines
  作者：Kevin T. Potts、Michael J. Cipullo、Philip Ralli、George Theodoridis

  DOI：10.1021/jo00137a001

  日期：1982.7
• Becher, Jan; Hansen, Poul, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1129 - 1134
  作者：Becher, Jan、Hansen, Poul

  DOI：——

  日期：——