1,1'-(ethane-1,2-diyl)bis(3-phenylthiourea) | 24775-54-0

• 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: 1,1'-(ethane-1,2-diyl)bis(3-phenylthiourea)
• 英文别名: 1-phenyl-3-[2-(3-phenylthioureido)ethyl]thiourea；1-Phenyl-3-[2-(phenylcarbamothioylamino)ethyl]thiourea
• CAS: 24775-54-0
• 化学式: C₁₆H₁₈N₄S₂
• 分子量: 330.478
• InChiKey: VEHIOLUTMROJJX-UHFFFAOYSA-N

物化性质

• 熔点：
  195-196 °C(Solv: acetic acid (64-19-7))
• 沸点：
  477.8±55.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)
• 溶解度：
  9.4 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  112
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-(ethane-1,2-diyl)bis(3-phenylthiourea) 生成 N,N'-二苯基硫脲
  参考文献：
  名称：

  The impact of philanthropy: housing provision and the Sutton Model Dwellings Trust, 1900-1939

  摘要：

  This article reassesses the potential of philanthropic housing for the poor in England. The Sutton Model Dwellings Trust, founded in 1900, did not share the problems usually associated with voluntary agencies. It was wealthy and free of commercial, geographical, and organizational limitations. This article places the trust in the spectrum of philanthropic activity and discusses legal and political responses to its potential power. Using tenants' registers, it shows how, despite the constraints placed upon its philanthropy, the trust nevertheless made a substantial contribution. Between 1909 and 1939, it provided housing of advanced design to a wide range of poor tenants.

  DOI：

  10.1111/1468-0289.00176
• 作为产物：
  描述：

  硫代异氰酸苯酯 、 乙二胺 以 N,N-二甲基甲酰胺 为溶剂， 生成 1,1'-(ethane-1,2-diyl)bis(3-phenylthiourea)
  参考文献：
  名称：

  对称二硫代双脲和硫脲基乙基硫脲衍生物的热解

  摘要：

  微波和热杂环化 N,N'-二取代的肼碳硫酰胺 1a,b 和取代的硫脲基乙基硫脲 2a-c 以及 1-苯基-3[2-(3-苯硫基-脲基)苯基]硫脲 6 被报道。© 2003 Wiley Periodicals, Inc. 杂原子化学 14:535–541, 2003; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.10188

  DOI：

  10.1002/hc.10188

文献信息

• Hydroamination and Hydrophosphination of Isocyanates/Isothiocyanates under Catalyst‐Free Conditions
  作者：Xiancui Zhu、Mengchen Xu、Jinrong Sun、Dianjun Guo、Yiwei Zhang、Shuangliu Zhou、Shaowu Wang

  DOI：10.1002/ejoc.202100932

  日期：2021.10.7

  Various ureas, thioureas, phosphathioureas and their chiral analogues were synthesized in good to excellent yields by the hydroamination and hydrophosphination of isocyanates/isothiocyanates under catalyst-free conditions.

  在无催化剂的条件下，通过异氰酸酯/异硫氰酸酯的加氢胺化和加氢膦化反应，合成了各种脲、硫脲、磷硫脲及其手性类似物，收率非常好。
• Desulfurization Mediated by Hypervalent Iodine(III): A Novel Strategy for the Construction of Heterocycles
  作者：Harisadhan Ghosh、Ramesh Yella、Jayashree Nath、Bhisma K. Patel

  DOI：10.1002/ejoc.200800901

  日期：2008.12

  The desulfurization ability of diacetoxyiodobenzene (DIB) has been explored in the preparation of isothiocyanates from the corresponding dithiocarbamate salts. The in situ generated isothiocyanates reacted with o-phenylenediamine and o-aminophenol to form monothioureas, which, on treatment with a further equivalent of DIB in one pot, gave benzimidazoles and aminobenzoxazoles, respectively. Aliphatic

  二乙酰氧基碘苯 (DIB) 的脱硫能力已在从相应的二硫代氨基甲酸盐制备异硫氰酸酯中进行了探索。原位生成的异硫氰酸酯与邻苯二胺和邻氨基苯酚反应形成单硫脲，在一锅中用另外等量的 DIB 处理，分别得到苯并咪唑和氨基苯并恶唑。脂肪族 1,2-二胺与 2 当量反应。异硫氰酸酯，然后用 DIB 处理得到咪唑烷亚碳硫酰胺，而芳香族 1,2-二胺双（硫脲）的处理得到苯并咪唑，同时形成异硫氰酸酯。后者形成的驱动力是产品的芳构化。DIB 的使用使这些方法更简单、更高效，
• Synthesis of bis-thiazolidin-4-ones from <i>N,N,N</i>″-(1,<i>ω</i>-alkanediyl)bis(<i>N</i>″-organylthiourea) derivatives
  作者：Alaa A. Hassan、Kamal M.A. El-Shaieb、Amal S. Abd El-Aal、Stefan Bräse、Martin Nieger

  DOI：10.1515/znb-2014-0226

  日期：2015.4.1

  A new series of (2Z,2′E)-dimethyl 2,2′-[(2Z,2′Z)-3,3′-(alkanediyl)bis(4-oxo-2-iminothiozolidin-3-yl-5-ylidene)]acetates has been synthesized by the reaction of N,N″-(1,ω-alkanediyl)bis(N′-organylthiourea) derivatives with dimethyl acetylenedicarboxylate. The structures were established by spectroscopic data, elemental analyses, and single crystal X-ray crystallography. A rationale for the formation of the products is presented.

  通过二甲基乙炔二羧酸酯与N,N''-(1,ω-烷烃二基)双(N′-有机硫脲)衍生物的反应，合成了一系列新型(2Z,2'E)-二甲基2,2'-[(2Z,2'Z)-3,3'-(烷烃二基)双(4-氧代-2-亚氨基噻唑烷-3-基-5-亚基)]乙酸酯。通过光谱数据、元素分析和单晶X射线晶体学确立了其结构。本文还提出了产物形成的合理性解释。

• Synthesis and Coordination Chemistry of 3,4-Ethylene-Bridged 1,1,2,5-Tetrasubstituted Biguanides
  作者：Maximilian Dehmel、Valentin Vass、Lukas Prock、Helmar Görls、Robert Kretschmer

  DOI：10.1021/acs.inorgchem.9b03093

  日期：2020.3.2

  The synthesis of 3,4-ethylene-bridged 1,1,2,5-tetrasubstituted biguanides is reported, which are accessible by three alternative routes. Exemplary molecular structures of the ligand and an observed side product have been elucidated by X-ray diffraction analysis. Mono- and dinuclear complexes of the biguanide in both its neutral and monoanionic forms were obtained, including examples of aluminum, copper

  据报道3，4-乙烯桥连的1,1,2,5-四取代双胍的合成，可通过三种替代途径进行。通过X射线衍射分析已经阐明了配体和观察到的副产物的示例性分子结构。获得了双胍的中性和单阴离子形式的单核和双核配合物，包括铝，铜，镁，钾，锡和锌的实例，表明其具有多种配位行为，如单晶X-射线衍射分析。
• Synthesis and Antimicrobial Evaluation of Some New 1,2-Bis-(2-(&lt;i&gt;N&lt;/i&gt;-arylimino)-1,3-thiazolidin-3-yl)ethane Derivatives
  作者：Kamal Mohamed Dawood、Hussein Khalaf-Allah Abu-Deif

  DOI：10.1248/cpb.c14-00031

  日期：——

  antimicrobial activity against four fungi, two Gram-positive and two Gram-negative bacteria and showed high antibacterial and antifungal activities against all the test microorganisms except Pseudomonas aeruginosa and Candida albicans. Compounds 5b, 15b and 19a exhibited the highest activities against the test microorganisms. The MIC evaluation showed that compound 15b has higher activity than Amphotericin

  合成了N，N′-二芳基乙烯-双硫脲衍生物1和8，它们与with酰氯的反应产生了相应的双-（2-（N-芳基氨基）-1，3-噻唑烷衍生物5a-d和11a-c。化合物1与几种α-卤代酮的反应得到双-（5-甲基-2-（N-苯基亚氨基）-1,3-噻唑烷衍生物15a-c和19a，b。测试了新合成的化合物的抗菌性对四种真菌，两种革兰氏阳性细菌和两种革兰氏阴性细菌具有较高的活性，对除铜绿假单胞菌和白色念珠菌以外的所有测试微生物均显示出较高的抗菌和抗真菌活性，化合物5b，15b和19a的活性最高。MIC评价显示，化合物15b对所有测试的真菌和革兰氏阳性细菌（葡萄球菌肺炎）具有比两性霉素B和氨苄青霉素更高的活性，并且显示出与氨苄西林类似的对革兰氏阴性细菌（大肠杆菌）的活性。