3-m-tolyl-2-thiohydantoin | 61388-77-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-m-tolyl-2-thiohydantoin
• 英文别名: 1-m-tolyl-2-thiohadantoin；2-thioxo-3-(m-tolyl)imidazolidin-4-one；2-Thioxo-3-m-tolyl-imidazolidin-4-on；2-mercapto-3-(3-methylphenyl)-3,5-dihydro-4H-imidazol-4-one；3-(3-methylphenyl)-2-sulfanylideneimidazolidin-4-one
• CAS: 61388-77-0
• 化学式: C₁₀H₁₀N₂OS
• mdl: MFCD02671329
• 分子量: 206.268
• InChiKey: PYZUDYAABFWCBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-m-tolyl-2-thiohydantoin 在 sodium acetate 、 乙酸酐 、 溶剂黄146 、 氯乙酸 作用下， 以 水 为溶剂， 反应 2.5h， 生成 3-m-tolyl-5-p-nitrobenzylidenehydantoin
  参考文献：
  名称：

  Korohoda, M. J.; Mokrosz, J. L.; Bojarski, J., Polish Journal of Chemistry, 1993, vol. 67, # 6, p. 1077 - 1085

  摘要：

  DOI：
• 作为产物：
  描述：

  在 二乙胺 作用下， 以 甲醇 为溶剂， 反应 0.75h， 生成 3-m-tolyl-2-thiohydantoin
  参考文献：
  名称：

  Microwave-Assisted Synthesis of 3,5-Disubstituted Thiohydantoins Using Functional Ionic Liquid as Soluble Support

  摘要：

  A new approach for the syntheses of 3,5-disubstituted thiohydantoins was described using functionalized ionic liquid as soluble support. The products were obtained in good yields and purities after cyclization-cleavage from the ionic-liquid-supported under microwave irradiation, the ionic-liquid-supported species can there be purified from the reaction mixture by simple washing, and no chromatographic purification were needed during the synthesis.

  DOI：

  10.3987/com-10-12086

文献信息

• Hill; Kelsey, Journal of the American Chemical Society, 1922, vol. 44, p. 2363
  作者：Hill、Kelsey

  DOI：——

  日期：——
• Ryczek, J., Polish Journal of Chemistry, 1994, vol. 68, # 12, p. 2599 - 2604
  作者：Ryczek, J.

  DOI：——

  日期：——
• Traceless Approach for the Synthesis of 3,5-Disubstituted Thiohydantoins on Functionalized Ionic-Liquid Support
  作者：Chao Yao、Yandong Zhang、Guolin Zhang、Wenteng Chen、Yongping Yu、Richard A. Houghten

  DOI：10.1080/00397910903013697

  日期：2010.2.12

  A traceless approach for the synthesis of 3,5-disubstituted thiohydantoins on a novel functionalized ionic-liquid support, 5, is described. Acylation of benzylamine functionalized ionic-liquid support with amino acids yielded ionic-liquid-supported amino acids, which reacted with isothiocyanates to afford ionic-liquid-supported thioureas. Following intramolecular cyclization cleavage from the ionic-liquid support by trifluoroacetic acid (TFA), the desired 3,5-disubstituted thiohydantoins were obtained in good yields and purities. The efficiency of this ionic-liquid-phase strategy facilitated isolation and analysis of intermediates and removal of excess reagents and by-products during the reaction process.
• Microwave-Assisted Synthesis of 3,5-Disubstituted Thiohydantoins Using Functional Ionic Liquid as Soluble Support
  作者：Chen Zhuo、Dong Xian、Xie Hui、Li Mei

  DOI：10.3987/com-10-12086

  日期：——

  A new approach for the syntheses of 3,5-disubstituted thiohydantoins was described using functionalized ionic liquid as soluble support. The products were obtained in good yields and purities after cyclization-cleavage from the ionic-liquid-supported under microwave irradiation, the ionic-liquid-supported species can there be purified from the reaction mixture by simple washing, and no chromatographic purification were needed during the synthesis.
• Korohoda, M. J.; Mokrosz, J. L.; Bojarski, J., Polish Journal of Chemistry, 1993, vol. 67, # 6, p. 1077 - 1085
  作者：Korohoda, M. J.、Mokrosz, J. L.、Bojarski, J.

  DOI：——

  日期：——