5-(4-hydroxyphenyl)dihydro-1,3,5-dithiazine | 93481-07-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(4-hydroxyphenyl)dihydro-1,3,5-dithiazine
• 英文别名: 4-(1,3,5-dithiazinan-5-yl)phenol
• CAS: 93481-07-3
• 化学式: C₉H₁₁NOS₂
• 分子量: 213.324
• InChiKey: LSILYTAZJJWIFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  438.5±45.0 °C(Predicted)
• 密度：
  1.340±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二氢-5-甲基-4H-1,3,5-二噻嗪 、 对氨基苯酚 在 samarium(III) nitrate hexahydrate 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 3.0h， 以91%的产率得到5-(4-hydroxyphenyl)dihydro-1,3,5-dithiazine
  参考文献：
  名称：

  Effective synthesis of N-substituted 1,3,5-dithiazinanes by reactions of N-methyl-1,3,5-dithiazinane and 1,3,5-trithiane with aromatic amines

  摘要：

  A novel procedure has been developed for selective synthesis of N-aryl-1,3,5-dithiazinanes, 1,2,6,7-tetrahydro-3,5,1,7-benzodithiadiazonine, and 6,7-dihydro-1,3,5,7-benzotrithiazonine by reactions of aniline derivatives with N-methyl-1,3,5-dithiazinane or 1,3,5-trithiane in the presence of transition and rare earth metal salts and complexes.

  DOI：

  10.1134/s1070428011090065

文献信息

• A new method for the synthesis of N-substituted 1,3,5-dithiazinanes via the catalytic recyclization of 1,3,5-trithiane with aryl(benzyl) hydrazines and aryl amines
  作者：Nataliya N. Murzakova、Elena B. Rakhimova、Inna V. Vasil’yeva、Kirill I. Prokof’yev、Askhat G. Ibragimov、Usein M. Dzhemilev

  DOI：10.1016/j.tetlet.2011.05.097

  日期：2011.8

  An efficient method for the synthesis of N-substituted 1,3,5-dithiazinanes based on the amination reaction of 1,3,5-trithiane with aryl(benzyl) hydrazines and N-aryl amines in the presence of Ti and Fe catalysts has been developed.

  在Ti和Fe催化剂存在下，基于1,3,5-三噻烷与芳基（苄基）肼和N-芳基胺的胺化反应，合成N-取代的1,3,5-二硫杂嗪酮的有效方法有：已开发。
• Reactions of aminophenols with formaldehyde and hydrogen sulfide
  作者：V. R. Akhmetova、G. R. Nadyrgulova、S. R. Khafizova、T. V. Tyumkina、A. A. Yakovenko、M. Yu. Antipin、L. M. Khalilov、R. V. Kunakova、U. M. Dzhemileva

  DOI：10.1007/s11172-006-0254-7

  日期：2006.2

  CH2O and H2S (1: 3: 2) to form 2-and 4-[4H-1,3,5-dithiazin-5(6H)-yl]phenols in 86 and 71% yields, respectively. In the crystal structure of the latter, molecules contain dithiazine cycles in the chair conformation with the axial hydroxyphenyl group. Molecular packing represents a combination of molecules forming chains due to the OH...S intermolecular hydrogen bond.

  间氨基苯酚与 CH2O 和 H2S（1:2:1 比例）反应得到 2, 12-dioxa-4, 14-dithia-6, 16-diazatricyclo[15.3.1.17,11]docosa-1(20), 7(22), 8, 10, 17(21), 18-己烯，产率约为 9%。氨基苯酚 o- 和 p-异构体与 CH2O 和 H2S (1:3:2) 反应形成 86% 和 71% 的 2-和 4-[4H-1,3,5-dithiazin-5(6H)-yl] 苯酚产量，分别。在后者的晶体结构中，分子包含具有轴向羟基苯基的椅式构象中的二噻嗪环。分子堆积表示由于 OH...S 分子间氢键而形成链的分子组合。
• Effective synthesis of N-substituted 1,3,5-dithiazinanes by reactions of N-methyl-1,3,5-dithiazinane and 1,3,5-trithiane with aromatic amines
  作者：E. B. Rakhimova、I. V. Vasil’eva、L. M. Khalilov、A. G. Ibragimov、U. M. Dzhemilev

  DOI：10.1134/s1070428011090065

  日期：2011.9

  A novel procedure has been developed for selective synthesis of N-aryl-1,3,5-dithiazinanes, 1,2,6,7-tetrahydro-3,5,1,7-benzodithiadiazonine, and 6,7-dihydro-1,3,5,7-benzotrithiazonine by reactions of aniline derivatives with N-methyl-1,3,5-dithiazinane or 1,3,5-trithiane in the presence of transition and rare earth metal salts and complexes.