N-{[(E)-4-Chloro-phenylimino]-phenyl-methyl}-piperidine-1-carboximidothioic acid methyl ester | 128652-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-{[(E)-4-Chloro-phenylimino]-phenyl-methyl}-piperidine-1-carboximidothioic acid methyl ester
• CAS: 128652-36-8
• 化学式: C₂₀H₂₂ClN₃S
• 分子量: 371.934
• InChiKey: MLYRKDSPYWHBAK-JMALZQNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.62
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  27.96
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  碘乙酸 、 N-{[(E)-4-Chloro-phenylimino]-phenyl-methyl}-piperidine-1-carboximidothioic acid methyl ester 在 三乙胺 、 对甲苯磺酰氯 作用下， 以 氯仿 为溶剂， 生成 3-(4-chlorophenyl)-5-methylthio-2-phenyl-6-piperidino-4(3H)-pyrimidone
  参考文献：
  名称：

  1,3-二氮杂1,3,3-丁二烯与卤代烯的反应-伴随[4 + 2]环加成反应的重排。

  摘要：

  1-芳基-2-苯基-4-硫代-4- secondaryamino -1,3-二氮杂-1,3-丁二烯8名产生了有趣的嘧啶酮10，22和7与chloroketenes 2，11和12通过它们的episulfonium中间体，而1 -芳基-2-苯基-（甲硫基）-4-二甲基氨基-1,3-二氮杂-1,3-丁二烯1生成具有不同卤代烯（氯代，溴代和碘代）的不同嘧啶酮。

  DOI：

  10.1016/s0040-4020(01)90485-5
• 作为产物：
  描述：

  N-(4-氯-苯基)-苯酰胺 在 氯化亚砜 作用下， 以 丙酮 为溶剂， 生成 N-{[(E)-4-Chloro-phenylimino]-phenyl-methyl}-piperidine-1-carboximidothioic acid methyl ester
  参考文献：
  名称：

  Amidine derived 1,3-diazabuta-1,3-dienes as potential antibacterial and antifungal agents

  摘要：

  Several 1-aryl-2-phenyl-4-piperidino-4-thioalkyl-1,3-diazabuta-1,3-dienes were prepared by the treatment of N-arylimino isothiocyanate with piperidine followed by S-alkylation with alkyl iodides in the presence of dry acetone and potassium hydroxide. The constitution of the products was supported by IR, PMR and mass spectral study. The compounds synthesized were tested in in vitro against E coli, S. aureus, P. aeruginosa, B. cereus and B. subtilis and fungal stains, Candida albicans and Aspergillus niger. Standard drugs were also tested under identical conditions for comparing the results. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.104

文献信息

• [4+2] cycloaddition reactions of various 1,3-diaza-1.3-Butadienes with ketenes
  作者：Sujit N. Mazumdar、Mohinder P. Mahajan

  DOI：10.1016/s0040-4020(01)86423-1

  日期：1991.1

  [4+2] cycloaddition reactions of 1-aryl-4-dimethylainino-1,3-diaza-1, 3-butadienes (), 1 -aryl-4-dimethylamino-2-methylthio-1, 3-diaza-1, 3-butadienes (), 1-aryl-4-methylthio-2-phenyl-4-sec. amino-1, 3-diaza-1, 3-butadienes () and 4, 4-bis(sec.amino)-1,2-diphenyl-1, 3-diaza-1, 3-butadienes () with monophenyiketene and similar cycloaddition reactions of , and with monochloroketene are described.

  1-芳基-4-二甲基氨基ino-1,3-diaza-1、3-丁二烯（），1-芳基-4-二甲基氨基-2-甲硫基-1、3-diaza-1，[4 + 2]的环加成反应3-丁二烯（），1-芳基-4-甲硫基-2-苯基-4-秒。氨基-1，3-二氮杂-1，3-丁二烯（）和4，4-双（仲氨基）-1,2-二苯基-1，3-二氮杂-1，3-丁二烯（）与单苯乙酮和类似物的环加成反应，和与monochloroketene中描述。
• 1,4-Addition of reformatsky reagent to 1,3-diaza-1,3-butadienes
  作者：Sujit N. Mazumdar、Mohinder P. Mahejan

  DOI：10.1016/s0040-4039(00)97585-3

  日期：1990.1

  The 1,4-conjugated addition of the Reformatsky reagent from ethyl bromoacetate to 1-aryl-4-methylthio-4-sec.amino-2-phenyl-1, 3-dieza-1,3-butadienes gives 1-aryl-2-phenyl-4-sec.amino-1,6-dihydropyrimidin-6-ones.

  将Reformatsky试剂从溴乙酸乙酯中加入1,4-共轭物到1-芳基-4-甲硫基-4-仲氨基-2-苯基-1，3-二氮杂-1,3-丁二烯中，得到1-芳基-2 -苯基-4-仲氨基-1,6-二氢嘧啶-6-。
• MAZUMDAR, SUJIT N.;MAHAJAN, MOHINDER P., TETRAHEDRON LETT., 31,(1990) N9, C. 4215-4218
  作者：MAZUMDAR, SUJIT N.、MAHAJAN, MOHINDER P.

  DOI：——

  日期：——
• Amidine derived 1,3-diazabuta-1,3-dienes as potential antibacterial and antifungal agents
  作者：Preet M.S Bedi、Mohinder P Mahajan、Vijay K Kapoor

  DOI：10.1016/j.bmcl.2004.04.104

  日期：2004.7

  Several 1-aryl-2-phenyl-4-piperidino-4-thioalkyl-1,3-diazabuta-1,3-dienes were prepared by the treatment of N-arylimino isothiocyanate with piperidine followed by S-alkylation with alkyl iodides in the presence of dry acetone and potassium hydroxide. The constitution of the products was supported by IR, PMR and mass spectral study. The compounds synthesized were tested in in vitro against E coli, S. aureus, P. aeruginosa, B. cereus and B. subtilis and fungal stains, Candida albicans and Aspergillus niger. Standard drugs were also tested under identical conditions for comparing the results. (C) 2004 Elsevier Ltd. All rights reserved.
• Reactions of 1,3-diaza-1,3-butadienes with haloketenes - rearrangements accompanying [4+2] cycloaddition reactions.
  作者：Sujit N. Mazumdar、Sucharita Mukherjee、Arun K. Sharma、Devashish Sengupta、Mohinder P. Mahajan

  DOI：10.1016/s0040-4020(01)90485-5

  日期：——

  1-Aryl-2-phenyl-4-thioalkyl-4-secondaryamino-1,3-diaza-1, 3-butadienes 8 yielded interesting pyrimidones 10, 22 and 7 with chloroketenes 2, 11 and 12 through their episulfonium intermediates, whereas 1-aryl-2-phenyl-(methylthio) -4-dimethylamino-1,3-diaza-1,3-butadienes 1 give different pyrimidones with different haloketenes (chloro, bromo and iodo).

  1-芳基-2-苯基-4-硫代-4- secondaryamino -1,3-二氮杂-1,3-丁二烯8名产生了有趣的嘧啶酮10，22和7与chloroketenes 2，11和12通过它们的episulfonium中间体，而1 -芳基-2-苯基-（甲硫基）-4-二甲基氨基-1,3-二氮杂-1,3-丁二烯1生成具有不同卤代烯（氯代，溴代和碘代）的不同嘧啶酮。