benzo[d]thiazol-2-yl(4-(dimethylamino)phenyl)methanone | 33429-13-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzo[d]thiazol-2-yl(4-(dimethylamino)phenyl)methanone
• 英文别名: benzothiazol-2-yl-(4-dimethylamino-phenyl)-methanone；2-(p-N,N-Dimethylamino-benzoyl)-benzothiazol；1,3-Benzothiazol-2-yl-[4-(dimethylamino)phenyl]methanone
• CAS: 33429-13-9
• 化学式: C₁₆H₁₄N₂OS
• 分子量: 282.366
• InChiKey: QMRWIUJTTGPHIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氟苯乙酰氯 在 magnesium sulfate 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 44.0h， 生成 benzo[d]thiazol-2-yl(4-(dimethylamino)phenyl)methanone
  参考文献：
  名称：

  苯并唑衍生物的无金属需氧氧化†

  摘要：

  2-苄基苯并噻唑和苯并咪唑在空气和碱性条件下容易氧化，以高收率得到相应的酮。指某东西的用途醋酸钯 作为催化剂，收效甚微，甚至在某些情况下收率低得多。

  DOI：

  10.1039/c3ob27404g

文献信息

• Homolytic acylation of benzothiazole. A diagnostic criterion for the presence of acyl radicals
  作者：T. Caronna、R. Galli、V. Malatesta、F. Minisci

  DOI：10.1039/j39710001747

  日期：——

  Benzothiazole is acylated by acyl radicals obtained from aldehydes selectively in the 2-position. The nucleophilic character of acyl radicals is also confirmed by the higher reactivity of the 6-nitro-derivative. The high reactivity is useful in syntheses; this reaction can also be used as a diagnostic criterion for revealing the presence of acyl radicals in the oxidation of aldehydes with various oxidizing

  苯并噻唑被从2-位上的醛中选择性地获得的酰基自由基酰化。酰基自由基的亲核特性还通过6-硝基衍生物的更高反应性得到了证实。高反应活性可用于合成；该反应也可以用作诊断标准，以揭示在用各种氧化剂（O 2，Ce IV，Cr VI或Mn VI）氧化醛的过程中存在酰基。
• Synthesis of 2-Acylbenzothiazoles via the Cu(OTf)2-Catalyzed Tandem Reaction of β,β-Dihalidestyrenes with 2,2′-Disulfanediyldianilines
  作者：Chen-Liang Deng、Zeng-Le Zhou、Tao Fang、Ri-Yuan Tang、Xing-Guo Zhang

  DOI：10.1055/s-0033-1340288

  日期：——

  A new method has been developed for the one-pot construction of 2-acylbenzothiazoles via the Cu(OTf)(2)-catalyzed tandem reaction of ,-dihalidestyrenes with 2,2-disulfane-diyldianilines. A variety of different dihalidestyrenes and diphenyldisulfanes were efficiently converted into the corresponding 2-acylbenzothiszole derivatives in the presence of Cu(OTf)(2). Most importantly, this protocol allowed for the long chain 1,1-dibromohept-1-ene to be converted into the corresponding 2-hexylbenzo[d]thiazole in moderate yield.