5-氨基-2-甲基-3-硝基苯甲酰胺 | 90223-31-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氨基-2-甲基-3-硝基苯甲酰胺
• 中文别名: 5-AMINO-2-METHYL-3-NITROBENZAMIDE标准品；5-氨基-2-甲基-3-硝基苯酰胺
• 英文名称: 3-amino-5-nitro-o-toluamide
• 英文别名: 5-Amino-2-methyl-3-nitrobenzamide
• CAS: 90223-31-7
• 化学式: C₈H₉N₃O₃
• mdl: MFCD09036361
• 分子量: 195.178
• InChiKey: OGXBENHORDOZLD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二硝托胺 在 palladium on activated charcoal 、 环己烯 作用下， 以 乙醇 为溶剂， 生成 5-氨基-2-甲基-3-硝基苯甲酰胺 、 3-氨基-2-甲基-5-硝基苯甲酰胺
  参考文献：
  名称：

  Chemical Reduction of Zoalene to ANOT for Use in Zoalene Residue Studies

  摘要：

  A novel chemical synthesis and purification scheme to produce ANOT (3-amino-5-nitro-o-toluamide) was developed to yield an analytical standard grade material for zoalene residue investigations. An original conversion of zoalene (3,5-dinitro-o-toluamide) to ANOT was developed. Several literature references were available for the partial reduction of dinitro aryl compounds, but none detailed the conversion of zoalene to ANOT. A chemical synthesis was chosen over a biological synthesis due to the latter's complex reaction matrix, difficult recovery, and low batch yields. Using general partial reduction of dinitro aryl schemes, it was found that 10% palladium on carbon coupled to a cyclohexene reducing agent provided an optimum ANOT yield. Chromatographic techniques were utilized to isolate ANOT from the product mixture and to purify it to a standard grade material (>99% pure). The chemically synthesized ANOT product was characterized using colorimetric, TLC, FTIR, NMR, and LC/MS techniques.

  DOI：

  10.1021/jf9802068

文献信息

• Chemical Reduction of Zoalene to ANOT for Use in Zoalene Residue Studies
  作者：Gregory K. Webster、Richard J. Pastore、Kenneth A. Hawkins、Arnold L. Hirsch

  DOI：10.1021/jf9802068

  日期：1998.9.1

  A novel chemical synthesis and purification scheme to produce ANOT (3-amino-5-nitro-o-toluamide) was developed to yield an analytical standard grade material for zoalene residue investigations. An original conversion of zoalene (3,5-dinitro-o-toluamide) to ANOT was developed. Several literature references were available for the partial reduction of dinitro aryl compounds, but none detailed the conversion of zoalene to ANOT. A chemical synthesis was chosen over a biological synthesis due to the latter's complex reaction matrix, difficult recovery, and low batch yields. Using general partial reduction of dinitro aryl schemes, it was found that 10% palladium on carbon coupled to a cyclohexene reducing agent provided an optimum ANOT yield. Chromatographic techniques were utilized to isolate ANOT from the product mixture and to purify it to a standard grade material (>99% pure). The chemically synthesized ANOT product was characterized using colorimetric, TLC, FTIR, NMR, and LC/MS techniques.