2-Phenyl-4-ethylthiomethylenoxazolin-5-on | 61861-52-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-Phenyl-4-ethylthiomethylenoxazolin-5-on
• 英文别名: 4-(Z)-ethylsulfanylmethylene-2-phenyl-4H-oxazol-5-one；4-((Z)-Aethylmercapto-methylen)-2-phenyl-4H-oxazol-5-on；(4Z)-4-(ethylsulfanylmethylidene)-2-phenyl-1,3-oxazol-5-one
• CAS: 61861-52-7
• 化学式: C₁₂H₁₁NO₂S
• 分子量: 233.291
• InChiKey: JHCCZJBQHANOQM-NTMALXAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Phenyl-4-ethylthiomethylenoxazolin-5-on 以 氘代氯仿 为溶剂， 反应 120.0h， 生成 4-((E)-ethylmercapto-methylene)-2-phenyl-4H-oxazol-5-one
  参考文献：
  名称：

  Oxazolone copper(I) complexes inspired by the methanobactin active site

  摘要：

  Two oxazolone-derived potential ligands with enethioether substituents have been synthesized that differ by the terminal thioether moiety (S-Et in L-1, S-C6H4(OMe)-2 in L-2). Both L-1 and L-2 behave as bidentate {NS} chelate ligands to form stable complexes with copper(I) triflate that crystallize as dimeric complexes [L2Cu2(OTf)(2)] (4 and 5) featuring a central {Cu2S2} diamond core with distinctly different Cu-S bonds. L-1 as well as 4 and 5 have been characterized by single crystal X-ray diffraction. NMR spectroscopy including H-1 and F-19 DOSY experiments reveals that 4 and 5 dissociate into monomeric species [LCu(OTf)] (40 and 5') in CDCl3 solutions. 4' and 5' retain the {NS} binding motif of the oxazolone-derived ligands, but are in slow equilibrium with their {OS} isomers 4 '' and 5 '' that result from E/Z isomerization of the exocyclic enethioether double bond. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.03.070
• 作为产物：
  描述：

  4-乙氧基亚甲基-2-苯基恶唑啉-5-酮 、 乙硫醇 在 吡啶 作用下， 生成 2-Phenyl-4-ethylthiomethylenoxazolin-5-on
  参考文献：
  名称：

  Cornforth, Chemistry of Penicillin

  摘要：

  DOI：

文献信息

• Umsetzungen von 4-Aminomethylen-5-oxo-2-phenyl-4,5-dihydrooxazol mit Heterocumulenen
  作者：I. Thondorf、M. Strube、M. Augustin

  DOI：10.1055/s-1990-27126

  日期：——

  Reactions of 4-Aminomethylene-5-oxo-2-phenyl-4,5-dihydrooxazole with Heterocumulenes The reaction of 4-aminomethylene-5-oxo-2-phenyl-4,5-dihydro-oxazole (1) with various heterocumulenes under basic conditions was examined. Depending on the nature of the heterocumulene different products were obtained. The reaction of 1 with carbon disulfide followed by alkylation yielded only 4-alkylthiomethylene-2-phenyl-5-oxo-4,5-dihydrooxazoles whereas the reaction of 1 with isothiocyanates, isocyanates and carbonyl sulfide led to the formation of 5-benzoylamino-2-thiouracils, 5-benzoylaminouracils and of 5-benzoylamino-2-methylthio-6H-1,3-oxazin-6-one, respectively.

  4-氨基亚甲基-5-氧-2-苯基-4,5-二氢恶唑与杂累积双键的反应 在碱性条件下，研究了4-氨基亚甲基-5-氧-2-苯基-4,5-二氢恶唑（1）与各种杂累积双键的反应。根据杂累积双键的性质，得到了不同的产物。1与二硫化碳反应后进行烷基化，只产生4-烷硫基亚甲基-2-苯基-5-氧-4,5-二氢恶唑；而1与异硫氰酸酯、异氰酸酯和碳酰硫反应，则分别形成5-苯甲酰氨基-2-硫尿嘧啶、5-苯甲酰氨基尿嘧啶和5-苯甲酰氨基-2-甲硫基-6H-1,3-恶嗪-6-酮。
• THONDORF, I.;STRUBE, M.;AUGUSTIN, M., SYNTHESIS (BRD),(1990) N2, C. 1169-1172
  作者：THONDORF, I.、STRUBE, M.、AUGUSTIN, M.

  DOI：——

  日期：——