3,4-diphenyl-2-iminothiazoline | 38650-46-3

• 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: 3,4-diphenyl-2-iminothiazoline
• 英文别名: 3,4-diphenyl-2-imino-4-thiazoline；3,4-diphenyl-3H-thiazol-2-ylideneamine；3,4-diphenyl-3H-thiazol-2-one-imine；3,4-Diphenyl-3H-thiazol-2-on-imin；2(3H)-Thiazolimine, 3,4-diphenyl-；3,4-diphenyl-1,3-thiazol-2-imine
• CAS: 38650-46-3
• 化学式: C₁₅H₁₂N₂S
• 分子量: 252.34
• InChiKey: JUQOKHPUAZTSCV-UHFFFAOYSA-N

物化性质

• 熔点：
  104-106 °C
• 沸点：
  394.2±45.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-diphenyl-2-iminothiazoline 在 盐酸 作用下， 反应 150.0h， 生成 苯基-(4-苯基-噻唑-2-YL)-胺
  参考文献：
  名称：

  Murav'eva,K.M.; Shchukina,M.N., Journal of general chemistry of the USSR, 1960, vol. 30, p. 2320 - 2323

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(3,4-二苯基-3H-噻唑-2-基)-苯甲酰胺 在 盐酸 作用下， 以 乙醇 为溶剂， 生成 3,4-diphenyl-2-iminothiazoline
  参考文献：
  名称：

  Murav'eva,K.M.; Shchukina,M.N., Journal of general chemistry of the USSR, 1960, vol. 30, p. 2315 - 2319

  摘要：

  DOI：

文献信息

• Thiopegan derivatives—XXI
  作者：G.M. Sharma、H.S. Sachdev、N.K. Ralhan、H. Singh、G. Sarjit Sandhu、K. Gandhi、K.S. Narang

  DOI：10.1016/0040-4020(61)80007-0

  日期：1961.1

  Reactions between α-haloketones and o-carbethoxy phenyl thiourea have been discussed; a mechanism for the observed exclusive formation of 9:10-thiopega-2:10-diene-4-ones in the case of α-haloalkaryl ketones has been advanced and a number of intermediates isolated in case of chloro acetone.

  讨论了α-卤代酮与邻-甲乙氧基苯基硫脲之间的反应。已经提出了在α-卤代烷芳基酮的情况下观察到的9：10-thiopega-2：10-二烯-4-酮的排他性形成的机理，并且在氯丙酮的情况下，分离了许多中间体。
• SUBSTITUTED DIARYL DERIVATIVES AS SPHINGOSINE RECEPTOR MODULATORS
  申请人：ALLERGAN, INC.

  公开号：US20140235585A1

  公开（公告）日：2014-08-21

  The present invention relates to substituted diaryl derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals as modulators of sphingosine-1-phosphate receptors.

  本发明涉及替代二芳基衍生物，制备它们的方法，含有它们的药物组合物以及作为调节鞘氨醇-1-磷酸受体的药物使用。
• SUBSTITUTED DIARYL AZETIDINE DERIVATIVES AS SPHINGOSINE RECEPTOR MODULATORS
  申请人：Allergan, Inc.

  公开号：US20140235613A1

  公开（公告）日：2014-08-21

  The present invention relates to substituted diaryl azetidine derivatives, processes for preparing them, pharmaceutical compositions containing them and their use as pharmaceuticals as modulators of sphingosine-1-phosphate receptors.

  本发明涉及取代二芳基氮杂环丙烷衍生物，制备方法，含有它们的药物组合物以及它们作为调节鞘氨醇-1-磷酸受体的药物的用途。
• A Mechanistic Study on the Reaction of Iminothiadiazolines with Activated Acetylenes: Competitive Pathway through Hypervalent Sulfurane and Zwitterion
  作者：Yohsuke Yamamoto、Tohru Tsuchiya、Masahide Ochiumi、Shin-ichi Arai、Naoki Inamoto、Kin-ya Akiba

  DOI：10.1246/bcsj.62.211

  日期：1989.1

  The reaction of 3-aryl-5-benzoyl-2-imino-2,3-dihydro-1,3,4-thiadiazoles (6) with dimethyl acetylenedicarboxylate (4b) gave the corresponding thiazole (8) and benzoyl cyanide through sulfurane (B) by 1,3-dipolar cycloaddition and cis- (9) and trans-vinyl (10) compounds through zwitterion (C) by simple addition. Two types of addition reactions competed each other and the ratio of the two [R=B/C] depended solely on the solvent polarity (ET). Dibenzoylacetylene behaved similarly. Several iminothiazolines and iminothiadiazolines reacted with activated acetylenes and the selectivity for the two types of addition reactions for each system was shown to be affected by quite subtle balance of electron-withdrawing ability of each heterocycle.

  3- 芳基-5-苯甲酰基-2-亚氨基-2,3-二氢-1,3,4-噻二唑（6）与乙炔二甲酸二甲酯（4b）通过 1,3-两极环加成反应（B）得到相应的噻唑（8）和苯甲酰基氰，通过简单加成反应（C）得到顺式（9）和反式乙烯基（10）化合物。两种加成反应相互竞争，两者的比例[R=B/C]完全取决于溶剂的极性（ET）。二苯甲酰基乙炔也有类似的表现。一些亚氨基噻唑和亚氨基噻二唑与活化的乙炔发生反应，结果表明，每个体系的两种加成反应的选择性受到每个杂环的电子吸收能力的微妙平衡的影响。
• Effect of Substituents on the Regioselectivity of the Reaction of α-Tosyloxyketones with Thioureas in Acidic Medium: Access to 2-Aminothiazoles and 2-Imino-2,3-dihydrothiazoles
  作者：Ranjana Aggarwal、Rajiv Kumar、Dionisia Sanz、Rosa M. Claramunt

  DOI：10.1002/jhet.1676

  日期：2014.5

  Regioselective condensation of α‐tosyloxyacetophenones 1 and N‐substituted thioureas 2 in acidic medium to give regioisomers 2‐aminothiazoles I and 2‐imino‐2,3‐dihydrothiazoles II is largely influenced by the substituents present on 1 and 2. A mechanism, supported by DFT calculations has been proposed to explain the observed regioselectively.

  α-甲苯磺酰氧基苯乙酮1和N-取代的硫脲2在酸性介质中的区域选择性缩合反应产生区域异构体2-氨基噻唑I和2-亚氨基-2,3-二氢噻唑II在很大程度上受到1和2上存在的取代基的影响。已经提出了一种由DFT计算支持的机制来选择性地解释所观察到的区域。