N-(5-methyl-2-thienylmethylidene)-o-aminophenol | 99303-11-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-(5-methyl-2-thienylmethylidene)-o-aminophenol
• 英文别名: 1-<5-Methyl-thienyliden-(2)-amino>-2-hydroxy-benzol；2-(5-methyl-thiophen-2-ylmethyleneamino)-phenol；2-[(5-methylthiophen-2-yl)methylideneamino]phenol
• CAS: 99303-11-4
• 化学式: C₁₂H₁₁NOS
• 分子量: 217.291
• InChiKey: DVHBWPKUZXFPEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(5-methyl-2-thienylmethylidene)-o-aminophenol 在 碘苯二乙酸 作用下， 以 甲醇 为溶剂， 以65%的产率得到2-(5-甲基噻吩-2-基)苯并恶唑
  参考文献：
  名称：

  Iodine (III)-mediated synthesis of some 2-aryl/hetarylbenzoxazoles as antibacterial/antifungal agents

  摘要：

  Ten 2-aryl/hetarylbenzoxazoles (5a, 5b, and 6a-h) were synthesized via oxidative cyclization of Schiff bases (3a, 3b, and 4a-h) with 1.1 equivalent of iodobenzene diacetate (IBD) in methanol. All of these 2-aryl/hetarylbenzoxazoles (5a, 5b, and 6a-h) were tested in vitro for their antibacterial and antifungal activities against Bacillus subtilis, Bacillus stearothermophilus, Escherichia coli, and Pseudomonas putida. These compounds also were screened for their antifungal activity against Aspergillus flavus and Aspergillus niger. Biological activity of these compounds was compared with those of commercially available antibiotics, chloramphenicol and antifungal agent cycloheximide. Most of these compounds, 5a, 5b, 6a, 6b, 6d, 6e, 6g, 6h, were equipotent or more potent than these commercial drugs at concentration 100 mu g/ml.

  DOI：

  10.1007/s00044-009-9211-y
• 作为产物：
  描述：

  5-甲基-2-噻吩甲醛 、 2-氨基苯酚 在 甲酸 作用下， 以 乙醇 为溶剂， 反应 48.0h， 以74%的产率得到N-(5-methyl-2-thienylmethylidene)-o-aminophenol
  参考文献：
  名称：

  含苯氧基-亚胺-噻吩配体的钒（III）配合物：乙烯的合成，表征和应用

  摘要：

  一组钒（III）络合物，即{SNO} VCl 2（THF）2（2a，SNO =噻吩-（N═CH）-苯酚; 2b，SNO = 5-苯基噻吩- （N═CH）-苯酚; 2c，SNO = 5-苯基噻吩-（N═CH）-4-叔丁基苯酚; 2d，SNO = 5-甲基噻吩-（N═CH）-苯酚; 2e，SNO = 5-甲基噻吩-（N═CH）-通过VCl 3的反应合成了4-叔丁基苯酚; 2f，SNO = 5-甲基噻吩-（N═CH）-2-甲基苯酚; 2g，SNO = 5-甲基噻吩-（N VCH）-4-氟苯酚）（THF）3与苯氧基-亚胺-噻吩配体（1a –g）。使用元素分析以及红外和电子顺磁共振波谱对所有钒（III）配合物进行了表征。当用甲基铝氧烷（MAO）活化，钒预催化剂2A -克证明乙烯的聚合中活性（213.6-887.2千克聚乙烯（摩尔[V]）-1 ⋅h -1），产生高密度聚乙烯与所述熔融温度温度范围为13

  DOI：

  10.1002/aoc.3678

文献信息

• Palladium(II) Complexes of<i>N</i>-(2-Thienylmethylidene)aniline Derivatives
  作者：Wen-Shu Hwang、Jiun-Hwa Lai、Dong-Liang Wang、Michael Y. Chiang

  DOI：10.1002/jccs.199900071

  日期：1999.8

  AbstractCoordination reactions of N‐(2‐thienylmethylidene)aniline derivatives, L, with PdCl2 or [PdCl4]2− in ethanol yield stable complexes of the type trans‐(L)2PdCl2 with the azomethine nitrogen atoms as σ donors. These are not readily convertible to othor‐palladated complexes. An X‐ray crystallographic study of the complex (L2)2PdCl2 reveals a centrosymmetric geometry. The structure is in the triclinic space group \documentclassarticle}\pagestyleempty}\begindocument}$ \rm P}\bar 1 $\enddocument} with a = 8.633(2) Å, b = 12.759(3) Å, c = 8.398(2) Å, α = 96.65(5)°, β = 111.47(5)*, γ= 101.28(6)°, and Z = 1. The final R factor is 0.043 (Rw = 0.044) for 2396 observed reflections. There is no real bonding between a thiophene sulfur atom and a central palladium ion. However, a long distance interaction between S and Pd does exist.