N-(2,5-dimethyl-1H-pyrrol-1-yl)benzamide | 32558-63-7

• 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: N-(2,5-dimethyl-1H-pyrrol-1-yl)benzamide
• 英文别名: 1-benzoylamino-2,5-dimethylpyrrole；N-(2,5-dimethyl-pyrrol-1-yl)-benzamide；N-(2,5-Dimethyl-pyrrol-1-yl)-benzamid；1-Benzoylamino-2,5-dimethyl-pyrrol；2,5-Dimethyl-N-benzamino-pyrrol；N-(2,5-dimethylpyrrol-1-yl)benzamide
• CAS: 32558-63-7
• 化学式: C₁₃H₁₄N₂O
• mdl: MFCD04089633
• 分子量: 214.267
• InChiKey: BKNCKUPTAVGZJL-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185 °C(Solv: methanol, 75% (67-56-1))
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (2,5-dimethyl-pyrrol-1-yl)-carbamic acid benzyl ester 在 吡啶 、 palladium on activated charcoal 、 乙醇 、 溶剂黄146 作用下， 生成 N-(2,5-dimethyl-1H-pyrrol-1-yl)benzamide
  参考文献：
  名称：

  Azo Compounds.¹ Biradical Sources. The Synthesis of Some 1,1-Disubstituted Hydrazines

  摘要：

  DOI：

  10.1021/ja01620a040

文献信息

• Ultrasound-assisted synthesis of 2,5-dimethyl-N-substituted pyrroles catalyzed by uranyl nitrate hexahydrate
  作者：V.S.V. Satyanarayana、A. Sivakumar

  DOI：10.1016/j.ultsonch.2011.02.007

  日期：2011.9

  An efficient synthesis of different novel 2,5-dimethyl-N-substituted pyrrole derivatives by the Paal-Knorr condensation has been accomplished using uranyl nitrate hexahydrate as catalyst under soft conditions and ultrasonic irradiation. The synthesized compounds were confirmed through spectral characterization using IR, (1)H NMR, (13)C NMR and mass spectra.

  使用六水合铀酰硝酸铀酯在柔软条件下和超声辐射下，通过Paal-Knorr缩合反应成功合成了不同的新型2,5-二甲基-N-取代的吡咯衍生物。通过使用IR，（1）H NMR，（13）C NMR和质谱的光谱表征来确认合成的化合物。
• Preparation and properties<i>in vitro</i>and<i>in vivo</i>of antitubercular pyrroles
  作者：Michael J. Hearn、Michaeline F. Chen、Marianne S. Terrot、Eleanor R. Webster、Michael H. Cynamon

  DOI：10.1002/jhet.352

  日期：——

  1‐Acylamino‐2,5‐dimethylpyrroles were prepared in the exploration of heterocyclic structures useful for their antitubercular activity. The pyrroles were conveniently formed from the reaction of aromatic acid hydrazides with hexane‐2,5‐dione in water or ethanol, without resorting to acid catalysis. In each case, the procedure provided a single pyrrole in pure form, and the product was identified without

  1-酰基氨基-2,5-二甲基吡咯是在探索可用于其抗结核活性的杂环结构中制备的。吡咯是由芳族酰肼与己烷-2,5-二酮在水或乙醇中的反应方便地形成的，而无需借助酸催化。在每种情况下，该程序都提供了一个纯净的吡咯，并且根据高度特征的光谱特征轻松鉴定了产物。该类别的某些成员在体外具有抗药性结核的显着活性，并在该疾病的严格小鼠模型中提供了重要的保护。J.杂环化​​学。（2010）。
• Chemotherapy of Experimental Tuberculosis. VIII. The Synthesis of Acid Hydrazides, their Derivatives and Related Compounds^1,2
  作者：Harry L. Yale、Kathryn Losee、Joseph Martins、Mary Holsing、Frances M. Perry、Jack Bernstein

  DOI：10.1021/ja01104a046

  日期：1953.4
• A facile synthesis of N-substituted 2,5-dimethylpyrroles with saccharin as a green catalyst
  作者：Namratha Bhandari、Santosh L. Gaonkar

  DOI：10.1007/s10593-015-1701-x

  日期：2015.4

  The paper describes a convenient method for the preparation of N-substituted 2,5-dimethylpyrroles using edible sweetener saccharin. Various heterocyclic and aromatic hydrazides have been converted to their corresponding Paal-Knorr pyrroles at room temperature in methanol with saccharin as a green catalyst. Saccharin can be recycled for the next two runs without apparent loss in its activity. Here we propose a method which is speedy, proficient, and ecologically safe.
• Buelow, Chemische Berichte, 1902, vol. 35, p. 4316
  作者：Buelow

  DOI：——

  日期：——