2,3-dibromo-1-(4-chloro-phenyl)-3-p-tolyl-propan-1-one | 101272-32-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,3-dibromo-1-(4-chloro-phenyl)-3-p-tolyl-propan-1-one
• 英文别名: 2,3-Dibrom-1-(4-chlor-phenyl)-3-p-tolyl-propan-1-on；2,3-Dibromo-1-(4-chlorophenyl)-3-(4-methylphenyl)propan-1-one
• CAS: 101272-32-6
• 化学式: C₁₆H₁₃Br₂ClO
• 分子量: 416.54
• InChiKey: XXMVXJKXJBKZRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-dibromo-1-(4-chloro-phenyl)-3-p-tolyl-propan-1-one 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 甲醇 、 乙醚 、 乙醇 为溶剂， 反应 30.0h， 生成 [3-(4-Chloro-phenyl)-5,6-dihydro-imidazo[2,1-b]thiazol-2-yl]-p-tolyl-methanone
  参考文献：
  名称：

  Robert; Hassanine; Harraga, Annales Pharmaceutiques Francaises, 1995, vol. 53, # 6, p. 261 - 271

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(4-chlorophenyl)-3-(4-methylphenyl)prop-2-en-1-one 在 溴 作用下， 以 乙醚 为溶剂， 生成 2,3-dibromo-1-(4-chloro-phenyl)-3-p-tolyl-propan-1-one
  参考文献：
  名称：

  通过迈克尔加成环化反应的α-叠氮基苯并随后进行维蒂希反应，制取2,4,5-三取代的1 H-咪唑和高度取代的吡咯并[1,2- c ]咪唑的新合成策略

  摘要：

  描述了用于制备高度官能化的1 H-咪唑和5 H-吡咯并[1,2- c ]咪唑的有效而简便的方法。在纯净的条件下加热α-叠氮hal烷和N，N，N'，N'-四甲基胍的混合物，通过迈克尔加成环化以相应的产率得到相应的2,4,5-三取代的1 H-咪唑。随后，在二氯甲烷中在三苯膦存在下，将制得的1 H-咪唑与炔属酯进行加成-Wittig反应，以高收率提供5 H-吡咯并[1,2- c ]咪唑。

  DOI：

  10.1016/j.tet.2017.09.042

文献信息

• A new synthetic strategy towards 2,4,5-trisubstituted 1H-imidazoles and highly substituted pyrrolo[1,2-c]imidazoles by use of α-azidochalcones via Michael addition-cyclization followed by Wittig reaction
  作者：Mehdi Adib、Fariba Peytam、Mahmoud Rahmanian-Jazi、Hamid Reza Bijanzadeh、Massoud Amanlou

  DOI：10.1016/j.tet.2017.09.042

  日期：2017.11

  preparation of highly functionalized 1H-imidazoles and 5H-pyrrolo[1,2-c]imidazoles are described. Heating a mixture of an α-azidochalcones and N,N,N′,N′-tetramethyl guanidine under neat conditions gave the corresponding 2,4,5-trisubstituted 1H-imidazole via Michael addition-cyclization in excellent yields. Subsequently, the prepared 1H-imidazoles undergo addition-Wittig reaction with acetylenic esters in presence

  描述了用于制备高度官能化的1 H-咪唑和5 H-吡咯并[1,2- c ]咪唑的有效而简便的方法。在纯净的条件下加热α-叠氮hal烷和N，N，N'，N'-四甲基胍的混合物，通过迈克尔加成环化以相应的产率得到相应的2,4,5-三取代的1 H-咪唑。随后，在二氯甲烷中在三苯膦存在下，将制得的1 H-咪唑与炔属酯进行加成-Wittig反应，以高收率提供5 H-吡咯并[1,2- c ]咪唑。
• Kanthi; Nargund, Journal of the Karnatak University, 1957, vol. 2, p. 8,10
  作者：Kanthi、Nargund

  DOI：——

  日期：——
• Analgesic and antimicrobial studies of some 2,4-dichloro-5-fluorophenyl containing arylidenetriazolothiadiazines
  作者：Mari S. Karthikeyan、Bantwal S. Holla、Shalini Shenoy

  DOI：10.1007/s00706-007-0797-9

  日期：2008.6

  2,4-Dichloro-5-fluorophenyl containing 7-arylidenetriazolothiadiazines were obtained by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with 2,3-dibromo-1,3-diarylpropan-1-ones, and also by the reaction of 4-amino-3-(2,4-dichloro-5-fluorophenyl)-5-mercapto-1,2,4-triazole with alpha-bromopropenones in the presence of a base. The structure of the 7-arylidenetriazolothiadiazines was confirmed by an alternative synthesis. A plausible mechanism for the formation of 7-arylidenetriazolothiadiazines is proposed. All newly synthesized compounds were screened for their analgesic and antimicrobial activities. Compounds bearing 4-chlorophenyl or 3,4-methylenedioxyphenyl moieties at position 7 of the arylidenetriazolothiadiazines showed excellent analgesic activity. Arylidenetriazolothiadiazines carrying a phenyl, 4-chlorophenyl, 4-methylphenyl, 3,4-dimethoxyphenyl, and 2,4-dichlorophenyl moieties at position 7 showed excellent antibacterial and antifungal activities.
• A one-pot and three-component synthetic approach for the preparation of asymmetric and multi-substituted 1,4-dihydropyrazines
  作者：Fariba Peytam、Mehdi Adib、Reihaneh Shourgeshty、Mahmoud Rahmanian-Jazi、Mehdi Jahani、Bagher Larijani、Mohammad Mahdavi

  DOI：10.1016/j.tetlet.2019.151257

  日期：2019.11

  An efficient, one-pot and three-component synthesis of a new series of 2-acyl-3,4,6-triaryl-1,4-dihydropyrazines is described. This two-step strategy involves treatment of phenacyl bromides and anilines to give the nucleophilic substitution intermediate followed by Michael-addition-cyclization to α-azidochalcones to afford the title compounds in high yields.

  描述了一种新的2-酰基-3,4,6-三芳基-1,4-二氢吡嗪系列的有效的一锅三组分合成方法。该两步策略涉及处理苯甲酰溴和苯胺，以得到亲核取代中间体，然后将迈克尔加成环化成α-叠氮基对二甲苯，以高收率得到标题化合物。
• Robert; Hassanine; Harraga, Annales Pharmaceutiques Francaises, 1995, vol. 53, # 6, p. 261 - 271
  作者：Robert、Hassanine、Harraga、Seilles

  DOI：——

  日期：——