N-((4-chlorophenyl)carbamothioyl)acetimidamide

• 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-((4-chlorophenyl)carbamothioyl)acetimidamide
• 英文别名: (1E)-1-(1-aminoethylidene)-3-(4-chlorophenyl)thiourea
• 化学式: C₉H₁₀ClN₃S
• 分子量: 227.718
• InChiKey: FYMUROWIMOOTLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  82.5
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-((4-chlorophenyl)carbamothioyl)acetimidamide 在 copper(II) bis(trifluoromethanesulfonate) 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以73%的产率得到N-(4-chlorophenyl)-3-methyl-1,2,4-thiadiazol-5-amine
  参考文献：
  名称：

  Copper-catalyzed synthesis of 3-substituted-5-amino-1,2,4-thiadiazoles via intramolecular N–S bond formation

  摘要：

  A copper-catalyzed N-S bond formation was utilized to produce 3-substituted-5-amino-1,2,4-thiadiazoles from imidoyl thioureas obtained by reaction of amidine hydrochlorides with isothiocyanates. Moreover, the 1,2,4-thiadiazoles were generated through a one-pot protocol without the isolation of the intermediates. This new method is highly efficient and convenient because it employs the cheap and environmentally friendly copper salt and can be conducted under air. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.09.023
• 作为产物：
  描述：

  盐酸乙脒 、 4-氯异硫氰酸苯酯 在 三乙胺 作用下， 以 甲醇 为溶剂， 生成 N-((4-chlorophenyl)carbamothioyl)acetimidamide
  参考文献：
  名称：

  Transition-metal-free visible light-promoted photoredox oxidative dehydrogenative cyclization: expeditious approach to 1,2,4-thiadiazoles

  摘要：

  DOI：

  10.24820/ark.5550190.p011.577

文献信息

• Copper-Mediated Intramolecular N–N Bond Coupling Using Cerium(IV)­ Sulfate as the Oxidant for the Synthesis of 5-Thio-Substituted­ 1,2,4-Triazoles
  作者：Young-Dae Gong、Se Kwak、Kang-Tae Kim、Hyun-Jeong Yoo

  DOI：10.1055/s-0035-1560349

  日期：——

  A method for copper(II)-mediated N-N bond formation of N-imidoylisothioureas has been developed for the synthesis of 1,2,4-triazoles. The reaction requires cerium(IV) sulfate as an oxidant and proceeds at room temperature. This approach provides access to a variety of substituted 1,2,4-triazoles.