1-(4-nitrophenyl)imidazole-2-thione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-nitrophenyl)imidazole-2-thione
• 化学式: C₉H₇N₃O₂S
• mdl: MFCD00060484
• 分子量: 221.239
• InChiKey: NAHKZPQOMYCQIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [Ru(CH=CHPh)Cl(CO)(PPh₃)₂] 、 1-(4-nitrophenyl)imidazole-2-thione 在 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以92%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of ruthenium complexes with 1-aryl-2-mercaptoimidazole ligands

  摘要：

  Reactions of the vinyl ruthenium starting material Ru(CH=CHPh)Cl(CO)(PPh3)(2) (1) with 1-aryl-2-mercaptoimidazole (HLa, aryl = 4-chloro-phenyl; HLb, aryl = 4-methyl-phenyl; HLc, aryl = 4-nitro-phenyl) in the presence of sodium methoxide in dichloromethane and methanol afforded [Ru(CH=CHPh)(kappa(2)-L)(CO)(PPh3)(2)] (2a-2c). Treatment of 1 with HL in THF gave [RuCl(kappa(2)-L)(CO)(PPh3)(2)] (3a-3c) contaminant with formation of styrene as byproduct. Interactions of 1 with HLa in dichloromethane led to isolation of a novel dinuclear ruthenium complex [(CO)(PPh3)(CHNCH2Ph)Ru(mu-Cl)(2)(mu-S) RuCl(CO)(PPh3)] (4a) via N-H bond addition to styryl ligand. Complexes 2a-2c, 3a-3c, and 4a were characterized by microanalyses, IR, and (H-1, C-13, P-31) NMR spectroscopies. The molecular structures of 3a-3c and 4a have been determined by single-crystal X-ray diffraction. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.01.010
• 作为产物：
  描述：

  异硫代氰基4-硝基苯酯 在 盐酸 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 1-(4-nitrophenyl)imidazole-2-thione
  参考文献：
  名称：

  One-Pot Preparation of 1-Substituted Imidazole-2-thione from Isothiocyanate and Amino Acetal

  摘要：

  Isothiocyanates were treated with amino acetal and conc. HCl (0.5 eq.) successively in one-pot to afford 1-substituted imidazole-2-thiones in good yields.

  DOI：

  10.1080/00397919708007078

文献信息

• Synthesis and structural characterization of ruthenium complexes with 1-aryl-imidazole-2-thione
  作者：Yi Qin、Qing Ma、Ai-Quan Jia、Qun Chen、Qian-Feng Zhang

  DOI：10.1080/00958972.2013.782607

  日期：2013.4.1

  deprotonated [imtMPh]− or [imtNPh]− (imtNPh = 1-(4-nitro-phenyl)-2-mercaptoimidazolyl) gave [RuH(κ 2-S,N-imtRPh)(CO)(PPh3)2] (R = M 4a, R = N 4b). The ruthenium hydride complexes 4a and 4b easily convert to their corresponding ruthenium chloride complexes [RuCl(κ 2-S,N-imtMPh)(CO)(PPh3)2] (5a) and [RuCl(κ 2-S,N-imtNPh)(CO)(PPh3)2] (5b), respectively, in refluxing CHCl3 by chloride substitution of the

  用 2 当量处理 [RuCl2(PPh3)3]。在 MeONa 存在下，HimtMPh (HimtMPh = 1-(4-methyl-phenyl)-imidazole-2-thone) 得到顺式-[Ru(κ 2-S,N-imtMPh)2(PPh3)2] (1),而[RuCl2(PPh3)3]和2当量的相互作用。在无碱的四氢呋喃 (THF) 中的 HimtMPh 得到 [RuCl2(κ 1-S-HimtMPh)2(PPh3)2] (2)。[RuHCl(CO)(PPh3)3] 用 1 当量处理。在 THF 中的 HimtMPh 得到 [RuHCl(κ 1-S-HimtMPh)(CO)(PPh3)2] (3)，而 [RuHCl(CO)(PPh3)3] 与 1 当量的反应。去质子化的 [imtMPh]- 或 [imtNPh]- (imtNPh = 1-(4-硝基-苯基)-2-巯基咪唑基) 得到 [RuH(κ
• JPH0643508A
  申请人：——

  公开号：JPH0643508A

  公开（公告）日：1994-02-18
• One-Pot Preparation of 1-Substituted Imidazole-2-thione from Isothiocyanate and Amino Acetal
  作者：Koyo Matsuda、Isao Yanagisawa、Yasuo Isomura、Toshiyasu Mase、Tadao Shibanuma

  DOI：10.1080/00397919708007078

  日期：1997.10.1

  Isothiocyanates were treated with amino acetal and conc. HCl (0.5 eq.) successively in one-pot to afford 1-substituted imidazole-2-thiones in good yields.
• Synthesis and characterization of ruthenium complexes with 1-aryl-2-mercaptoimidazole ligands
  作者：Ai-Quan Jia、Qing Ma、Qun Chen、Hua-Tian Shi、Wa-Hung Leung、Qian-Feng Zhang

  DOI：10.1016/j.jorganchem.2012.01.010

  日期：2012.5

  Reactions of the vinyl ruthenium starting material Ru(CH=CHPh)Cl(CO)(PPh3)(2) (1) with 1-aryl-2-mercaptoimidazole (HLa, aryl = 4-chloro-phenyl; HLb, aryl = 4-methyl-phenyl; HLc, aryl = 4-nitro-phenyl) in the presence of sodium methoxide in dichloromethane and methanol afforded [Ru(CH=CHPh)(kappa(2)-L)(CO)(PPh3)(2)] (2a-2c). Treatment of 1 with HL in THF gave [RuCl(kappa(2)-L)(CO)(PPh3)(2)] (3a-3c) contaminant with formation of styrene as byproduct. Interactions of 1 with HLa in dichloromethane led to isolation of a novel dinuclear ruthenium complex [(CO)(PPh3)(CHNCH2Ph)Ru(mu-Cl)(2)(mu-S) RuCl(CO)(PPh3)] (4a) via N-H bond addition to styryl ligand. Complexes 2a-2c, 3a-3c, and 4a were characterized by microanalyses, IR, and (H-1, C-13, P-31) NMR spectroscopies. The molecular structures of 3a-3c and 4a have been determined by single-crystal X-ray diffraction. (C) 2012 Elsevier B. V. All rights reserved.