1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-methyl phenyl ketone | 50783-26-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-methyl phenyl ketone
• 英文别名: 2-benzophenonyl-2-methylbenzothiazoline；2-phenacyl-2-methylbenzothiazoline；2-Methyl-2-phenacylbenzothiazolin；2-(2-methyl-2,3-dihydro-benzothiazol-2-yl)-1-phenyl-ethanone；2-(2-methyl-3H-1,3-benzothiazol-2-yl)-1-phenylethanone
• CAS: 50783-26-1
• 化学式: C₁₆H₁₅NOS
• 分子量: 269.367
• InChiKey: ACWDBHAYNWZMCI-UHFFFAOYSA-N

物化性质

• 熔点：
  70-73 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  426.1±34.0 °C(Predicted)
• 密度：
  1.173±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-methyl phenyl ketone 以 乙醇 为溶剂， 生成 (3-methyl-4H-benzo[b][1,4]thiazin-2-yl)(phenyl)methanone
  参考文献：
  名称：

  Alyea, Elmer C.; Malek, Abdul, Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1325 - 1327

  摘要：

  DOI：
• 作为产物：
  描述：

  benzoylacetone 、 2-氨基苯硫醇 以 乙醇 为溶剂， 生成 1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-methyl phenyl ketone
  参考文献：
  名称：

  Alyea, Elmer C.; Malek, Abdul, Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1325 - 1327

  摘要：

  DOI：

文献信息

• Solvent‐Free Synthesis of Benzothiazolines in the Presence of Alumina
  作者：Mitsuo Kodomari、Akihito Satoh、Ryo Nakano、Tadashi Aoyama

  DOI：10.1080/00397910701490048

  日期：2007.9.1

  Abstract o‐Aminothiophenol reacted with ketones and β‐keto esters in the presence of alumina under mild and solvent‐free conditions to afford the corresponding benzothiazolines in high yields. Alumina can be reused for subsequent reactions without any loss of the activity.

  摘要 在温和无溶剂条件下，邻氨基苯硫酚与酮和β-酮​​酯在氧化铝存在下反应，以高产率得到相应的苯并噻唑啉。氧化铝可以重新用于后续反应而不会损失任何活性。
• Benzothiazolines as radical transfer reagents: hydroalkylation and hydroacylation of alkenes by radical generation under photoirradiation conditions
  作者：Tatsuhiro Uchikura、Kaworuko Moriyama、Mitsuhiro Toda、Toshiki Mouri、Ignacio Ibáñez、Takahiko Akiyama

  DOI：10.1039/c9cc05336k

  日期：——

  Novel radical transfer reagents under photoirradiation conditions were developed by the use of benzothiazoline derivatives. These reagents enabled both hydroalkylation and hydroacylation of alkenes under neutral conditions at ambient temperature without any toxic reagents or an excess amount of metals. A mechanistic study was carried out to elucidate the radical process.

  通过使用苯并噻唑啉衍生物开发了在光辐照条件下的新型自由基转移试剂。这些试剂能够在环境温度下在中性条件下进行烯烃的加氢烷基化和加氢酰化，而无需使用任何有毒的试剂或过量的金属。进行了机理研究以阐明基本过程。
• Synthesis and characterization of some novel triphenylarsenic(V) derivatives of monofunctional bidentate 2,2-disubstituted benzothiazoline ligands
  作者：Pankaj K. Sharma、A. K. Rai、Yashpal Singh

  DOI：10.1002/hc.20233

  日期：——

  A series of triphenylarsenic(V) derivatives Ph3As(OPri)[SC6H4N:C(R)CH2C(O)R′] have been synthesized by the reactions of triphenylarsenic(V)- isoproproxide, Ph3As(OPri)2 with the corresponding 2,2-disubstituted benzothiazolines of the type (where R = CH3, R′ = CH3(1); R = CH3, R′ = C6H5(2); R = CH3, R′ = 4-CH3C6H4(3); R = CH3, R′ = 4-ClC6H4(4); and R = CF3, R′ = C6H5(5)) in equimolar ratio in refluxing

  通过三苯砷(V)-异丙醇Ph3As(OPri)2与相应的2反应合成了一系列三苯砷(V)衍生物Ph3As(OPri)[SC6H4N:C(R)CH2C(O)R']， 2-二取代苯并噻唑啉类型（其中 R = CH3, R' = (1); R = , R' = C6H5(2); R = , R' = 4- C6H4(3); R = , R' = 4-ClC6H4(4);和 R = CF3, R' = (5)) 在回流苯溶液中等摩尔比。这些复合物的分子量测量显示了它们在溶液中的单体性质。使用元素分析、分子量测量和光谱研究（IR 和 NMR（1H 和 13C））表征这些化合物显示了这些有机砷 (V) 衍生物中配体的单功能双齿性质和中心砷原子周围的六配位. © 2007 威利期刊公司。杂原子化学 18:76–80, 2007; 在线发表于 Wiley InterScience
• Visible-Light Driven, Metal-Free Hydroalkylation of Alkenes Mediated by Electron Donor-Acceptor Complex Using Benzothiazolines
  作者：Tatsuhiro Uchikura、Tatsuya Fujii、Kaworuko Moriyama、Takahiko Akiyama

  DOI：10.1246/bcsj.20210322

  日期：2021.12.15

  A visible-light mediated, catalyst-free hydroalkylation of electron-deficient alkenes was achieved using benzothiazoline as a radical transfer reagent. The photoreaction proceeded under household LEDs. Mechanistic studies elucidated the formation of an electron-donor-acceptor complex between benzothiazoline and electron-deficient alkenes.

  以苯并噻唑啉为自由基转移试剂，在可见光介导下实现了缺电子烯烃的无催化剂加氢烷基化反应。光反应在家用 LED 灯下进行。机理研究阐明了苯并噻唑啉和缺电子烯之间形成的电子供体-受体复合物。
• A complex salt formed in reactions of nBuSnCl3 with 1-(2-methyl-2,3-dihydrobenzothiazol-2-yl)-2-ketones
  作者：Teo Soon-Beng、Teoh Siang-Guan、Rosaline C. Okechukwu、Fun Hoong-Kun

  DOI：10.1016/0022-328x(93)83224-j

  日期：1993.7