2-(diphenyl)phosphoryl-3,6-dihydro-4,5-dimethyl-2H-thiopyran S-oxide | 1021879-84-4

• 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-(diphenyl)phosphoryl-3,6-dihydro-4,5-dimethyl-2H-thiopyran S-oxide
• 英文别名: 4,5-dimethyl-2-(diphenylphosphoryl)-3,6-dihydro-2H-thiopyran S-oxide；2-diphenylphosphoryl-4,5-dimethyl-3,6-dihydro-2H-thiopyran 1-oxide
• CAS: 1021879-84-4
• 化学式: C₁₉H₂₁O₂PS
• 分子量: 344.414
• InChiKey: VTUHEMIWEZRZJO-UHFFFAOYSA-N

物化性质

• 熔点：
  162-164 °C(Solv: dichloromethane (75-09-2); ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  523.4±50.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  α-(diphenylphosphoryl)methyl 5-(1-phenyl)-1H-tetrazolyl sulfoxide 、 2,3-二甲基-1,3-丁二烯 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以97%的产率得到2-(diphenyl)phosphoryl-3,6-dihydro-4,5-dimethyl-2H-thiopyran S-oxide
  参考文献：
  名称：

  Thermolyses of α-phosphorylmethyl tetrazolyl sulfoxides in the presence of 2,3-dimethyl-1,3-butadiene and their reactions with several amines

  摘要：

  We have synthesized alpha-(phosphoryl)methyl tetrazolyl sulfoxides and examined the reactivities in the thermolyses and in the presence of several amines, such as aniline, benzylamine, piperidine, pyrrolidine, and morpholine. Thermolyses of the derivatives in the presence of 2,3-dimethyl-1,3-butadiene afforded 2-phosphoryl substituted 4,5-dimethyl-3,6-dihydro-2H-thiopyran S-oxide. In addition, novel phosphinecar-bothioamides were obtained in the reaction of the derivatives with amines. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.01.082

文献信息

• The reaction of benzothiazolyl substituted α-phosphorylmethyl sulfoxides with several amines
  作者：Hiroyuki Morita、Shintaro Tashiro、Masahiro Takeda、Nobuhiko Yamada、Md. Chanmiya Sheikh、Hiroyuki Kawaguchi

  DOI：10.1016/j.tet.2008.02.028

  日期：2008.5

  α-phosphorylmethyl benzothiazolyl sulfoxides in the thermolyses and in the presence of several amines, such as aniline, benzylamine, piperidine, morpholine, and pyrrolidine. Thermolyses of the derivatives in the presence of 2,3-dimethyl-1,3-butadiene afforded 2-phosphoryl substituted 4,5-dimethyl-3,6-dihydro-2H-thiopyran S-oxide. In the reaction with amines, the complex product mixture, which contains

  我们已经检查了α-磷酰基甲基苯并噻唑基亚砜在热解中以及在几种胺（例如苯胺，苄胺，哌啶，吗啉和吡咯烷）的存在下的反应性。在2,3-二甲基-1,3-丁二烯，得到存在的衍生物的Thermolyses 2 -磷酰基被取代的4,5-二甲基-3,6-二氢-2 H ^ -噻喃小号氧化物。在与胺的反应中，复合产物混合物包含α-磷酰基甲基苯并噻唑基硫化物（2和5），α-磷酰基甲基二硫化物（15和16）以及2-氨基取代的苯并噻唑14发现除目标膦碳硫磺酰胺外还形成了H。进行了一些机理研究以阐明形成机理，特别是对于起始亚砜的脱氧产物，即分别为3和6的2和5。