syn,E-1-cyclopentano-4-phenyl-3-thiosemicarbazone | 14673-59-7

• 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: syn,E-1-cyclopentano-4-phenyl-3-thiosemicarbazone
• 英文别名: 2-cyclopentylidene-N-phenyl(hydrazinecarbothioamide)；1-{[2-cyclopentylidene]amino}-3-phenylthiourea；cyclopentanone 4-phenyl-thiosemicarbazone；Cyclopentanon-(4-phenyl-thiosemicarbazon)；Cyclopentanone-4-phenylthiosemicarbazone；1-(cyclopentylideneamino)-3-phenylthiourea
• CAS: 14673-59-7
• 化学式: C₁₂H₁₅N₃S
• 分子量: 233.337
• InChiKey: HETDFALOTWJVAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  68.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  syn,E-1-cyclopentano-4-phenyl-3-thiosemicarbazone 在 氯磺酰异氰酸酯 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以87%的产率得到4-phenyl-1,2,4-triaza-spiro[4.4]non-1-ene-3-thione
  参考文献：
  名称：

  Reaction of 4-Arylthiosemicarbazones with Chlorosulfonyl lsocyanate. A Novel Synthesis of Δ¹-[1,2,4]-Triazoline-5-thiones

  摘要：

  DOI：

  10.1055/s-1986-31853
• 作为产物：
  描述：

  环戊酮 、 4-苯基-3-硫代氨基脲 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以75%的产率得到syn,E-1-cyclopentano-4-phenyl-3-thiosemicarbazone
  参考文献：
  名称：

  摘要：

  The structures of two thiosemicarbazones are described: syn E-1-cyclopentano-4-ethyl-3-thiosemicarbazone (1) and syn,E-1-cyclopentano-4-phenyl-3-thiosemicarbazone (2). Crystal data: for 1: tetragonal, P4(3) (#78), a = b = 8.922(7) Angstrom, c = 12.899(13) Angstrom, and Z = 4; for 2: monoclinic a = 15.163(18) Angstrom, b = 7.482(5) Angstrom, c = 12.467(15) Angstrom, beta = 119.04(7)degrees, and Z = 4. In 1, molecules are linked by hydrogen-bonding into infinite chains with non-planar 9-ring subunits in which thioamides interact with the H-N-C-N-N groups of neighbors. Thioamide groups in 2 form dimers linked by N-B ... HS hydrogen-bonds with a planar 8-ring as in solid state structures of carboxylic acids. The semicarbazide syn conformation fosters formation of N-H ... N intramolecular hydrogen-bonding in each structure. The solid state structures are consistent with their infrared and proton nuclear magnetic resonance spectra.

  DOI：

  10.1023/a:1009515111029

文献信息

• Facile and convenient synthesis of 2,4-disubstituted and 2,3,4-trisubstituted 1,3-thiazoles
  作者：Alaa A. Hassan、Shaaban K. Mohamed、Nasr K. Mohamed、Kamal M.A. El-Shaieb、Ahmed T. Abdel-Aziz、Joel T. Mague、Mehmet Akkurt

  DOI：10.1080/17415993.2015.1114621

  日期：2016.3.3

  ABSTRACT An efficient route for the synthesis of (E)-2-(2-(2-nitrobenzylidene)-hydrazinyl)-4-phenylthiazol-3-ium bromide, (E)-2-(2(substituted benzylidene)hydrazinyl)-4-phenylthiazoles and (E)-4-(4-bromophenyl)-2-(cycloalkylidenehydrazono)-3-phenyl-2,3-dihydrothiazoles by reaction of 1-aryl-2-bromoethanones with 2-(1-substituted methylidene)hydrazinecarbothioamides and cycloalkylidene-N-phenyl-hyd

  摘要 一种合成 (E)-2-(2-(2-nitrobenzylidene)-hydrazinyl)-4-phenylthiazol-3-ium bromide, (E)-2-(2(取代的苯亚甲基)hydrazinyl)-的有效途径4-苯基噻唑和 (E)-4-(4-溴苯基)-2-(亚环烷基肼基)-3-苯基-2,3-二氢噻唑通过 1-芳基-2-溴乙酮与 2-(1-取代的亚甲基)反应肼碳硫酰胺和亚环烷基-N-苯基-肼碳硫酰胺。产物的结构已通过红外、核磁共振、质谱和单晶X射线分析确定。图形概要
• The Behavior of (cyclic‐alkylidene)hydrazinecarbothioamides in Cyclization with Dimethyl acetylenedicarboxylate
  作者：Alaa A. Hassan、Shaaban K. Mohamed、Nasr K. Mohamed、Kamal M. A. El‐Shaieb、Ahmed T. Abdel‐Aziz、Joel T. Mague、Mehmet Akkurt

  DOI：10.1002/jhet.2803

  日期：2017.5

  din‐5‐ylidene)‐acetate derivatives were synthesized via condensation alkylidene‐N‐substituted hydrazinecarbothioamides with dimethyl acetylenedicarboxylate. The synthesized compounds were characterized by using different spectroscopic methods and confirmed by single crystal X‐ray analysis. The behavior of (cyclic‐alkylidene) hydrazinecarbothioamides in cyclization was presented. The mechanism of transformation

  通过缩合亚烷基-N-取代的肼基甲硫基酰胺与乙酰化乙二酸二甲酯合成了一系列（Z）-甲基2（Z）-3-取代的2-（环亚烷基氢偶氮基）-4-氧噻唑啉-5-亚烷基）-乙酸酯衍生物。通过使用不同的光谱方法对合成的化合物进行表征，并通过单晶X射线分析对其进行确认。介绍了环化亚烷基（环亚烷基）肼基硫代酰胺的行为。（Z）-甲基2-（（Z）-3-（环亚戊基亚氨基）-4-氧代-2-（苯基亚氨基）噻唑烷-5-亚基）乙酸酯（14）转变为更稳定的（Z）-的机理甲基2-[（Z讨论并确认了）-2-（环亚戊基叠氮基）-4-氧代-3-苯基噻唑烷定-5-亚基]乙酸酯（5a）。
• Synthesis of physiologically active compounds of the thiosemicarbazone series and derivatives
  作者：A. F. Pavlenko、S. D. Moshchitskii

  DOI：10.1007/bf01172547

  日期：1967.7
• TRIPATHI MANISHA; DHAR DURGA NATH, SYNTHESIS,(1986) N 12, 1015
  作者：TRIPATHI MANISHA、 DHAR DURGA NATH

  DOI：——

  日期：——
• Reaction of 4-Arylthiosemicarbazones with Chlorosulfonyl lsocyanate. A Novel Synthesis of Δ¹-[1,2,4]-Triazoline-5-thiones
  作者：Manisha Tripathi、Durga Nath Dhar

  DOI：10.1055/s-1986-31853

  日期：——