5-phenyl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one | 408295-38-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-phenyl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
• 英文别名: Hwelkmfjpwgkcz-uhfffaoysa-；5-phenyl-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
• CAS: 408295-38-5
• 化学式: C₁₁H₉N₃OS
• 分子量: 231.278
• InChiKey: HWELKMFJPWGKCZ-UHFFFAOYSA-N

物化性质

• 熔点：
  161-163 °C(Solv: acetic acid (64-19-7))
• 沸点：
  461.0±48.0 °C(Predicted)
• 密度：
  1.48±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  73.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-phenyl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-phenyl-3-[[3-phenyl-3-(1H-1,2,4-triazol-5-ylsulfanyl)propanoyl]amino]thiourea
  参考文献：
  名称：

  Synthesis and Transformations of 2-R-5-Aryl-5,6-dihydro-7H-[1,2,4]-triazolo[5,1-b][1,3]thiazin-7-ones

  摘要：

  A new procedure for preparation of 2-R-5-aryl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones by condensation of 5-R-1,2,4-triazole-3-thiones with 3-arylacryloyl chlorides was developed. The thiazine ring of the [ 1,2,4]triazolo-[5,1-b][1,3]thiazin-7-ones is easily cleaved by treating with ammonia and hydrazine affording amides and hydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids. The latter react with isothiocyanates furnishing carbamoyl thiohydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids that in alkaline media undergo cyclization into 4-aryl-5-[2-(4H-1,2,4-triazol-5-ylsulfanyl)-2-phenylethyl]-2,4-dihydro-3H- 1,2,4-triazole-5-thiones.

  DOI：

  10.1023/b:rujo.0000034947.32339.fb
• 作为产物：
  描述：

  3-苯基-2-丙烯酰氯 、 3-巯基-1,2,4-三氮唑 在 吡啶 作用下， 以 苯 为溶剂， 反应 1.0h， 以70%的产率得到5-phenyl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
  参考文献：
  名称：

  2-R-5-Ar(Het)-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones

  摘要：

  DOI：

  10.1023/b:cohc.0000046703.64531.64

文献信息

• 2-R-5-Ar(Het)-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones
  作者：V. N. Britsun、M. O. Lozinskii

  DOI：10.1023/b:cohc.0000046703.64531.64

  日期：2004.8
• ——
  作者：V. N. Britsun、V. V. Pirozhenko、M. O. Lozinskii

  DOI：10.1023/a:1012459407502

  日期：——
• Synthesis and Transformations of 2-R-5-Aryl-5,6-dihydro-7H-[1,2,4]-triazolo[5,1-b][1,3]thiazin-7-ones
  作者：V. N. Britsun、A. N. Esipenko、A. A. Kudryavtsev、M. O. Lozinskii

  DOI：10.1023/b:rujo.0000034947.32339.fb

  日期：2004.2

  A new procedure for preparation of 2-R-5-aryl-5,6-dihydro-7H-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-ones by condensation of 5-R-1,2,4-triazole-3-thiones with 3-arylacryloyl chlorides was developed. The thiazine ring of the [ 1,2,4]triazolo-[5,1-b][1,3]thiazin-7-ones is easily cleaved by treating with ammonia and hydrazine affording amides and hydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids. The latter react with isothiocyanates furnishing carbamoyl thiohydrazides of 3-aryl-3-(1H-1,2,4-triazol-5-yisulfanyl)propanoic acids that in alkaline media undergo cyclization into 4-aryl-5-[2-(4H-1,2,4-triazol-5-ylsulfanyl)-2-phenylethyl]-2,4-dihydro-3H- 1,2,4-triazole-5-thiones.