o-aminophenol, potassium salt | 38171-52-7

• 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: o-aminophenol, potassium salt
• 英文别名: Potassium;2-aminophenolate
• CAS: 38171-52-7
• 化学式: C₆H₆KNO
• 分子量: 147.218
• InChiKey: MNBARIDWGOFKTJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.65
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  o-aminophenol, potassium salt 、 dimethyl 2-(1,2-dichloro-2-thioxoethylidene)-1,3-dithiole-4,5-dicarboxylate 以 乙腈 为溶剂， 以83%的产率得到Dimethyl 2-[2-(2-aminophenoxy)-1-chloro-2-thioxoethylidene]-1,5-dicarboxylate
  参考文献：
  名称：

  4,5-Dichloro-1,2-dithiole-3-thione in the synthesis of benzimidazole, benzoxazole and benzothiazole derivatives of 1,3-dithioles

  摘要：

  4,5-Dichloro-1,2-dithiole-3-thione 2 undergoes a 1,3-dipolar cycloaddition with DMAD to give stable aliphatic thioacyl chloride 3, which is highly reactive towards nucleophiles such as omicron-substituted amines to give benzimidazole, benzoxazole and benzothiazole derivatives of 1,3-dithioles 9.

  DOI：

  10.1070/mc2003v013n02abeh001750

文献信息

• Synthesis of (η⁵-Pentamethylcyclopentadienyl)ruthenium π-Complexes of Heterocycles by Nucleophilic Substitution
  作者：Alexa A. Dembek、Paul J. Fagan

  DOI：10.1021/om9507686

  日期：1996.2.20

  Cp*Ru+ pi-complexes of 1,2-dihalo- and 1,2,4,5- tetrahaloaromatics are readily prepared by reaction of the arenes with Cp*Ru(CH3CN)(3)(+)OTf(-). The pi-complexes undergo nucleophilic substitutions with 1 or 2 equiv of 1,2-disubstituted aromatic nucleophiles, leading to symmetrically and unsymmetrically substituted organometallic heterocycles.
• Litvak, V. V.; Goryunov, L. I.; Shteingarts, V. D., Journal of Organic Chemistry USSR (English Translation), 1986, p. 138 - 144
  作者：Litvak, V. V.、Goryunov, L. I.、Shteingarts, V. D.

  DOI：——

  日期：——
• US4864047A
  申请人：——

  公开号：US4864047A

  公开（公告）日：1989-09-05
• 4,5-Dichloro-1,2-dithiole-3-thione in the synthesis of benzimidazole, benzoxazole and benzothiazole derivatives of 1,3-dithioles
  作者：Vladimir A. Ogurtsov、Oleg A. Rakitin、Charles W. Rees、Alexey A. Smolentsev

  DOI：10.1070/mc2003v013n02abeh001750

  日期：2003.1

  4,5-Dichloro-1,2-dithiole-3-thione 2 undergoes a 1,3-dipolar cycloaddition with DMAD to give stable aliphatic thioacyl chloride 3, which is highly reactive towards nucleophiles such as omicron-substituted amines to give benzimidazole, benzoxazole and benzothiazole derivatives of 1,3-dithioles 9.