Piperidine-1-carbothioic acid {phenyl-[(E)-p-tolylimino]-methyl}-amide | 128652-17-5

• 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: Piperidine-1-carbothioic acid {phenyl-[(E)-p-tolylimino]-methyl}-amide
• 英文别名: N-[(4-methylanilino)-phenylmethylidene]piperidine-1-carbothioamide
• CAS: 128652-17-5
• 化学式: C₂₀H₂₃N₃S
• 分子量: 337.489
• InChiKey: DJZSPDMCVAKOSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Piperidine-1-carbothioic acid {phenyl-[(E)-p-tolylimino]-methyl}-amide 在 氢氧化钾 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 1.5h， 生成 2,5-diphenyl-4-piperidino-1-p-tolyl-1,6-dihydropyrimdin-6-one
  参考文献：
  名称：

  各种1,3-二氮杂1.3-丁二烯与乙烯酮的[4 + 2]环加成反应

  摘要：

  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。

  DOI：

  10.1016/s0040-4020(01)86423-1
• 作为产物：
  描述：

  苯并-p-甲苯胺 在 氯化亚砜 作用下， 以 丙酮 为溶剂， 生成 Piperidine-1-carbothioic acid {phenyl-[(E)-p-tolylimino]-methyl}-amide
  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

• Synthesis of Functionally Substituted 1,3-Diaza-1,3-butadienes
  作者：S. N. Mazumdar、M. P. Mahajan

  DOI：10.1055/s-1990-26892

  日期：——

  Three methods for the synthesis of various stable 1,3-diaza-1,3-butadienes from easily available thiourea derivatives are reported.

  报道了三种从易得的硫脲衍生物合成各种稳定的1,3-二氮-1,3-丁二烯的方法。
• An efficient unprecedented synthesis of novel functionalized imidazoles from secondary amino-N-carbothioic acid (phenyl-p-tolylimino-methyl)amides and dimethyl acetylenedicarboxylate
  作者：Alka Marwaha、Parvesh Singh、Mohinder P. Mahajan、D. Velumurugan

  DOI：10.1016/j.tetlet.2004.09.119

  日期：2004.11

  The synthesis of functionalized imidazoles in a single-pot from the reactions of secondary amino-N-carbothioic acid (phenyl-p-tolylimino-methyl)amides with dimethyl acetylenedicarboxylate is reported. A plausible mechanistic pathway for the formation of the imidazoles is proposed.

  据报道，由仲氨基-N-碳硫代酸（苯基-对甲苯基-甲基）酰胺与乙炔二羧酸二甲酯的反应在单锅中合成官能化的咪唑。提出了形成咪唑的合理的机理途径。
• Investigations on the Reactions of Thioamides and Related 1,3-Diazabuta-1,3-dienes with Dimethyl Acetylenedicarboxylate: Synthesis of Novel Functionalized Heterocycles
  作者：Mohinder P. Mahajan、Alka Marwaha、Vishal Sudan

  DOI：10.3987/com-08-s(n)27

  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.
• [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。