ethyl 4-oxo-4H-benzimidazo<2,1-b><1,3>thiazine-2-carboxylate | 70388-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 4-oxo-4H-benzimidazo<2,1-b><1,3>thiazine-2-carboxylate
• 英文别名: ethyl 4-oxo-4H-[1,3]thiazino[3,2-a]benzimidazole-2-carboxylate；ethyl 2-oxo-2H-thiazino[3,2-a]benzimidazole-4-carboxylate；4-oxo-4H-benzo[4,5]imidazo[2,1-b][1,3]thiazine-2-carboxylic acid ethyl ester；4-Oxo-4H-1-thia-4A,9-diaza-fluorene-2-carboxylic acid ethyl ester；ethyl 4-oxo-[1,3]thiazino[3,2-a]benzimidazole-2-carboxylate
• CAS: 70388-43-1
• 化学式: C₁₃H₁₀N₂O₃S
• 分子量: 274.3
• InChiKey: FDVXOOBEBNGWHD-UHFFFAOYSA-N

物化性质

• 熔点：
  135-137 °C(Solvent: Ethanol)
• 沸点：
  574.919±53.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.470±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  86.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1H-苯并咪唑-2-硫醇 生成 ethyl 4-oxo-4H-benzimidazo<2,1-b><1,3>thiazine-2-carboxylate
  参考文献：
  名称：

  NAGARAJAN K.; NAIR M. D.; DESAI J. A., TETRAHEDRON LETT., 1979, NO 1, 53-56,

  摘要：

  DOI：

文献信息

• Addition reactions of heterocyclic compounds. Part 74. Products from dimethyl acetylenedicarboxylate with thiourea, thioamide, and guanidine derivatives
  作者：R. Morrin Acheson、John D. Wallis

  DOI：10.1039/p19810000415

  日期：——

  in acetonitrile gave a fused thiazolidinone derivative, but in methanol a fused thiazinone was obtained. Structures were assigned to adducts from other thioureas by comparison with the 13C n.m.r. spectra for these compounds. A method has been developed for distinguishing between the possible structural types of adducts for guanidine and amidine derivatives with DMAD using 1H and 13C n.m.r. spectroscopy

  将苯并咪唑-2-硫酮与乙炔二甲酸二甲酯（DMAD）在乙腈中混合，得到稠合的噻唑烷酮衍生物，但在甲醇中，得到了稠合的噻嗪酮。通过与这些化合物的13 C nmr光谱比较，将结构分配给其他硫脲的加合物。已开发出一种使用1 H和13 C nmr光谱技术来区分DMAD与胍和am衍生物的加合物可能的结构类型的方法。从各种硫代酰胺和DMAD的产物通过其核磁共振谱和其他光谱进行鉴定。
• Isoquinoline-mediated S-vinylation and N-vinylation of benzo[d]oxazole-2-thiol and benzo[d]thiazole-2-thiol
  作者：Issa Yavari、Samira Nasiri-Gheidari、Anvar Mirzaei

  DOI：10.1016/j.cclet.2011.10.001

  日期：2012.1

  An effective route to S-vinylated and N-vinylated benzo[d]oxazole-2(3H)-thiones and benzo[d]thiazole-2(3H)-thiones is described via reaction of acetylenic esters and benzokfloxazole-2-thiol and benzo[d]thiazole-2-thiol in the presence of 15 mol% of isoquinoline. (C) 2011 Issa Yavari. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Synthesis of Thiazinobenzimidazole Derivatives in a Solventless System Under Microwave Irradiation
  作者：Majid M. Heravi、Navabeh Nami、Hossien A. Oskooie、Rahim Hekmatshoar

  DOI：10.1080/10426500590885011

  日期：2005.7.1

  A series of thiazino [3,2-a] benzimidazole derivatives were synthesized in a solventless system under microwave irradiation in a very short time and in excellent yields.
• Addition products of benzimidazole-2 (2H)-thione and acetylene dicarboxylic esters
  作者：Kuppuswamy Nagarajan、Mohan D. Nair、Jagdish A. Desai

  DOI：10.1016/s0040-4039(01)85879-2

  日期：1979.1
• ACHESON R. M.; WALLIS J. D., J. CHEM. SOC. PERKIN TRANS., PART 1, 1981, NO 2, 415-422
  作者：ACHESON R. M.、 WALLIS J. D.

  DOI：——

  日期：——