3-(2-amino-1,3-thiazol-4-yl)benzo[f]-2H-chromen-2-one | 206276-40-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 3-(2-amino-1,3-thiazol-4-yl)benzo[f]-2H-chromen-2-one
• 英文别名: 2-(2-aminothiazol-4-yl)-3H-benzo[f]chromen-3-one；3-(2-amino-4-thiazolyl)-5,6-benzocoumarin；2-(2-amino-1,3-thiazol-4-yl)-3H-benzo[f]chromen-3-one；2-(2-amino-1,3-thiazol-4-yl)benzo[f]chromen-3-one
• CAS: 206276-40-6
• 化学式: C₁₆H₁₀N₂O₂S
• 分子量: 294.334
• InChiKey: LTQFSBOXHAUJQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(2-amino-1,3-thiazol-4-yl)benzo[f]-2H-chromen-2-one 在 溴 、 溶剂黄146 作用下， 以 溶剂黄146 为溶剂， 反应 6.0h， 生成 3-[5-bromo-2-(2,5-dimethylpyrrol-1-yl)thiazol-4-yl]-5,6-benzocoumarin
  参考文献：
  名称：

  Aditya Vardhan; Rajeshwar Rao, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 12, p. 1085 - 1088

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-bromoacetyl)-3H-benzo[f]chromen-3-one 、 硫脲 以 水 为溶剂， 反应 0.02h， 以93%的产率得到3-(2-amino-1,3-thiazol-4-yl)benzo[f]-2H-chromen-2-one
  参考文献：
  名称：

  绿色方法：在超声波辐射下，在水性介质中有效合成2,4-二取代-1,3-噻唑和硒唑

  摘要：

  已经描述了通过α-溴代酮与硫脲，苯硫脲和硒脲在水性介质中在超声辐射下于环境温度下的反应，描述了合成2,4-二取代-1,3-噻唑和硒代唑的有效且快速的方法。在10–60 s内即可形成分析纯产品，且产率极高。与常规方法相比，这种非常规方法的优势在于操作简单，易于处理，提高产量，减少时间，反应条件温和且不产生副产物。

  DOI：

  10.1007/s11164-014-1879-z

文献信息

• Reactions of Hydrazonoyl Halides 54: Synthesis and Reactivity of 3-aza-2-bromo-1-(3-oxo benzo[<i>f</i>]chromen-2-yl-3-(arylamino)prop-2-en-1-one
  作者：Abdou O. Abdelhamid、Hassen M. Abdelaziz

  DOI：10.1080/10426500701521548

  日期：2007.10.18

  2-(5-imino-4-aryl-4,5-dihydro-[1,3,4]-thiadiazole-2-(carbonyl)benzo[f]chro-men-2-one, 2-(2-amino-5-arylazothiazol-4-yl)benzo[f]chromen-3-one and ethyl 6-methyl-3oxo-benzo [f]chromen-2-yl)-1,4-dihydro-[1,2,4]triazolo[4,3-a]pyrimidine-5-carboxylate were synthesized from hydrazonoyl bromides. Structures of the newly synthesized compounds were established by elemental analysis, spectral data and alternative synthesis route whenever possible.
• Synthesis and biological evaluation of some new coumarinyl thiazolopyrimidinones
  作者：Naazneen B. Yaragatti、Manohar V. Kulkarni、Manjunath D. Ghate、Satyanarayan S. Hebbar、Ganesh R. Hegde

  DOI：10.1080/17415990903569544

  日期：2010.4

  Two new series of coumarin linked, linear and angularly fused thiazolo-[3,2-a]-pyrimidinones have been synthesized from 3-bromoacetyl coumarins by azole and azine approaches. Regioisomeric 5H and 7H thiazolo-[3,2-a]-pyrimidinones have been clearly distinguished by their IR and UV fluorescence spectral data. All the compounds have been characterized by analytical and spectroscopic methods. Rate and yield enhancements have been achieved using microwave irradiation. The results of in vivo diuretic activity indicate that substituents on coumarin do not enhance the activity. In vitro antimicrobial activities have shown that the compounds are specifically active against Gram-positive but are inactive against Gram-negative bacterial strains. Moderate fungal activity was observed against Candida albicans and Penicillium chrysogenum and all the compounds were found to be inactive against Aspergillus niger.
• SYNTHESIS OF SOME NEW 3-(2-OXO-2H-CHROMEN-3-YL)-5H-[1,3] THIAZOLO [3,2-a] ΡYRIMIDINE-5-ONES
  作者：V. Ravinder Reddy、V. Rajeswar Rao

  DOI：10.1515/hc.2005.11.3-4.299

  日期：2005.1
• SYNTHESIS OF 3-(1,2,3-THIADIAZOL-4-YL) AND 3-(6-HYDROXYTHIAZOLO [3,2-a] BENZIMIDAZOL-3-YL) COUMARINS
  作者：V. Ravi Kumar、V. Rajeshwar Rao

  DOI：10.1080/10426509708033708

  日期：1997.11

  Some 3-(1,2,3-thiadiazol-4-yl) coumarins (III) have been prepared from 3-acetyl coumarin semicarbazones (II) by treating the latter with thionyl chloride. Compounds II are obtained by interaction of 3-acetyl coumarins (I) with semicarbazide hydrochloride in pyridine. Certain condensed heterocycles such as 3-(6-hydroxythiazolo[3,2-a] benzimidazol-3-yl) coumarins (V) have also been prepared from condensation of 3-(2-amino-4-thiazolyl) coumarins with p-benzoquinone. The structures of these compounds have been established by elemental analysis and spectral data.
• Aditya Vardhan; Rajeshwar Rao, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1997, vol. 36, # 12, p. 1085 - 1088
  作者：Aditya Vardhan、Rajeshwar Rao

  DOI：——

  日期：——