1,5-diphenylimidazolidine-2-thione

• 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: 1,5-diphenylimidazolidine-2-thione
• 化学式: C₁₅H₁₄N₂S
• 分子量: 254.356
• InChiKey: GYZVTTDZCRQQMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  47.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (trimethylsilyl)methyl isothiocyanate 、 (E)-N-benzylidenebenzenamine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 以40%的产率得到1,5-diphenylimidazolidine-2-thione
  参考文献：
  名称：

  杂环合成的新构件。甲硅烷基化异硫氰酸甲酯

  摘要：

  制备了三甲基甲硅烷基甲基异硫氰酸酯、双(三甲基甲硅烷基)甲基异硫氰酸酯和三(三甲基甲硅烷基)甲基异硫氰酸酯。三甲基甲硅烷基甲基异硫氰酸酯与醛或酮的氟化物催化反应得到恶唑烷-2-硫酮衍生物，其中涉及异硫氰酸根碳负离子作为中间体。类似地从亚胺制备咪唑烷-2-硫酮。双（三甲基甲硅烷基）甲基异硫氰酸酯与苯甲醛在催化量的 n-Bu4NF 存在下反应得到异硫氰酸苯乙烯酯和 5-苯基-4-三甲基甲硅烷基恶唑烷-2-硫酮。在三(三甲基甲硅烷基)甲基异硫氰酸酯的类似处理中，得到4-苄基-5-苯基-4-恶唑啉-2-硫酮和α-(三甲基甲硅烷基)苯乙烯异硫氰酸酯。

  DOI：

  10.1246/bcsj.55.1163

文献信息

• DIPHENYLHETEROCYCLE CHOLESTEROL ABSORPTION INHIBITORS
  申请人：Talley John

  公开号：US20090186834A1

  公开（公告）日：2009-07-23

  Various azetidinone, pyrrolidine, imidazolidine, and oxazolidine derivatives are described, as are pharmaceutical compositions containing these compounds and methods of treatment of diseases using these compounds. Other embodiments are also described.

  本文描述了各种吡咯烷、咪唑啉和噁唑烷衍生物，以及含有这些化合物的药物组合物和使用这些化合物治疗疾病的方法。还描述了其他实施方式。
• Chiral auxiliaries and their use in the synthesis of chiral molecules
  申请人：THE BRITISH PETROLEUM COMPANY P.L.C.

  公开号：EP0457469A1

  公开（公告）日：1991-11-21

  Chiral imidazolidones and imidazolidinethiones having the general formula: where (a) Z is either oxygen or sulphur (b) the R groups are independently selected from hydrogen or R²CO where R² is C₁ to C₁₀ alkyl, C₂ to C₁₀ alkenyl or benzyl and (c) the two R¹ groups are either (1) identical groups selected from C₁ to C₁₀ alkyl, phenyl or C₁ to C₆ alkyl or alkoxy substituted phenyl or (2) such that together they form an alkylene group of formula -(CH₂)n- where n = 3 to 8. Most preferred are those compounds where both R groups are R²CO and there is a C₂ axis of symmetry running along the CZ double bond. Compounds of formula (I) where at least one R group is R²CO are efficient chiral auxiliaries for a range of asymmetric electrophilic substitution reactions when used in homochiral form. As such they are important tools for synthesising a range of chiral pharmaceuticals, agrochemicals and the like.

  具有通式的手性咪唑烷酮和咪唑烷硫酮： 其中 (a) Z 是氧或硫 (b) R 基团独立选自氢或 R²CO，其中 R² 是 C₁ 至 C₁₀ 烷基、C₂ 至 C₁₀ 烯基或苄基，以及 (c) 两个 R¹ 基团或者(1)选自 C₁ 至 C₁₀ 烷基、苯基或 C₁ 至 C₆ 烷基或烷氧基取代苯基的相同基团，或者(2)它们共同形成式-(CH₂)n-（其中 n = 3 至 8）的亚烷基。 最优选的是两个 R 基均为 R²CO，且沿 CZ 双键有一条 C₂ 对称轴的化合物。至少有一个 R 基团为 R²CO 的式 (I) 化合物以同手性形式使用时，是一系列不对称亲电取代反应的高效手性助剂。因此，它们是合成一系列手性药物、农用化学品等的重要工具。
• Synthesis and Reactivity of N-[Bis(trimethylsilyl)methyl]heterocumulenes
  作者：Gaetano Barbaro、Arturo Battaglia、Patrizia Giorgianni、Andrea Guerrini、Giancarlo Seconi

  DOI：10.1021/jo00124a011

  日期：1995.9

  A number of N-heterocumulenes bearing the (Me(3)Si)(2)CH (BSM) substituent adjacent to the terminal nitrogen atom of the heterocumulene function, namely BSM-N=C=O (2), BSM-N=C=S (3), BSM-N=C=NR(4: R = BSM; 5: R = C6H5), BSM-N=C=CR(1)R(2) (9a: R(1) = R(2) = C6H5; 9b: R(1) = H, R(2) = SiMe(3); 10: R(1) = R(2) = CH3; 12: R(1) = H; R(2) = CH3), and BSM-N=S=O (14), have been synthesized. The synthetic utility of the BSM-N-substituted heterocumulenes has been explored through the creation of a carbanion center at the a position relative to nitrogen. In particular, the following reactions have been studied: (i) the nucleophilic addition of MeLi to compounds 2 and 5, (ii) the MeLi-induced deprotonation of ketene imines 9a,b (this investigation includes the study of the regiochemical output of the addition of electrophiles (H2O, Mel, Me(2)CHI) to the resulting 1,3-dipoles; and (iii) the TBAF-induced desilylation of compounds 2 and 9a followed by reaction with benzaldehyde.
• HIRAO, TOSHIKAZU;YAMADA, ATSUSHI;HAYASHI, KEN-ICHIRO;OHSHIRO, YOSHIKI;AGA+, BULL. CHEM. SOC. JAP., 1982, 55, N 4, 1163-1167
  作者：HIRAO, TOSHIKAZU、YAMADA, ATSUSHI、HAYASHI, KEN-ICHIRO、OHSHIRO, YOSHIKI、AGA+

  DOI：——

  日期：——
• US5210210A
  申请人：——

  公开号：US5210210A

  公开（公告）日：1993-05-11