2-ethyl-6-phenyl-1,3,4-thiadiazin-5(6H)-one | 1372151-63-7

• 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-ethyl-6-phenyl-1,3,4-thiadiazin-5(6H)-one
• 英文别名: 2-ethyl-6-phenyl-4H-1,3,4-thiadiazin-5-one
• CAS: 1372151-63-7
• 化学式: C₁₁H₁₂N₂OS
• 分子量: 220.295
• InChiKey: HZFYXHKOJNREPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  alpha-溴苯乙酸 在 sodium hydrogen sulfide monohydrate 、 硫酸 、 一水合肼 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 49.0h， 生成 2-ethyl-6-phenyl-1,3,4-thiadiazin-5(6H)-one
  参考文献：
  名称：

  Reactions of α-mercaptocarboxylic acid hydrazides with triethyl orthoesters: synthesis of 1,3,4-thiadiazin-5(6H)-ones and 1,3,4-oxadiazoles

  摘要：

  Reactions of alpha-mercapto-beta-phenylpropionic and alpha-mercaptophenylacetic acid hydrazides with triethyl orthoesters were conducted under N-2 in glacial acetic acid and resulted in the formation of two groups of products, derivatives of 1,3,4-thiadiazin-5(6H)-ones and 2-(1-mercaptomethyl)-1,3,4-oxadiazoles. When conducting the same transformations on a-mercaptophenylacetic acid hydrazide in the presence of air, two different products from the 1,3,4-oxadiazole family, the appropriate bis(1,3,4-oxadiazol-2-ylphenylmethyl) disulfides and 2-benzy1-1,3,4-oxadiazoles, were formed with the liberation of free sulfur. The oxygenated bis(1,3,4-oxadiazol-2-yl-phenylmethyl) disulfides were reduced to the corresponding 2-(1-mercaptomethyl)-1,3,4-oxadiazoles with the use of zinc powder under mild conditions. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.071

文献信息

• Reactions of α-mercaptocarboxylic acid hydrazides with triethyl orthoesters: synthesis of 1,3,4-thiadiazin-5(6H)-ones and 1,3,4-oxadiazoles
  作者：Agnieszka Kudelko

  DOI：10.1016/j.tet.2012.02.071

  日期：2012.5

  Reactions of alpha-mercapto-beta-phenylpropionic and alpha-mercaptophenylacetic acid hydrazides with triethyl orthoesters were conducted under N-2 in glacial acetic acid and resulted in the formation of two groups of products, derivatives of 1,3,4-thiadiazin-5(6H)-ones and 2-(1-mercaptomethyl)-1,3,4-oxadiazoles. When conducting the same transformations on a-mercaptophenylacetic acid hydrazide in the presence of air, two different products from the 1,3,4-oxadiazole family, the appropriate bis(1,3,4-oxadiazol-2-ylphenylmethyl) disulfides and 2-benzy1-1,3,4-oxadiazoles, were formed with the liberation of free sulfur. The oxygenated bis(1,3,4-oxadiazol-2-yl-phenylmethyl) disulfides were reduced to the corresponding 2-(1-mercaptomethyl)-1,3,4-oxadiazoles with the use of zinc powder under mild conditions. (C) 2012 Elsevier Ltd. All rights reserved.