N-(2-Amino-pyridin-3-yl)-4-methyl-benzenesulfonamide | 199442-68-7

• 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-Amino-pyridin-3-yl)-4-methyl-benzenesulfonamide
• 英文别名: N-(2-aminopyridin-3-yl)-4-methylbenzenesulfonamide
• CAS: 199442-68-7
• 化学式: C₁₂H₁₃N₃O₂S
• 分子量: 263.32
• InChiKey: PSZAEUQARGYOSD-UHFFFAOYSA-N

物化性质

• 沸点：
  452.7±55.0 °C(Predicted)
• 密度：
  1.383±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  85.08
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(2-Amino-pyridin-3-yl)-4-methyl-benzenesulfonamide 在 碘 、 potassium carbonate 、 sodium amide 作用下， 以 水 、 溶剂黄146 、 丙酮 、 三氟乙酸 为溶剂， 反应 2.0h， 生成 2-氨基-1-甲基-6-苯基咪唑[4,5-b]吡啶
  参考文献：
  名称：

  An easy photochemical approach to the synthesis of the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine

  摘要：

  Mutations induced by substances formed during food cooking are a field of growing interest; for a better comprehension of the mechanism of action of these carcinogens, simple routes to their synthesis are needed. In this letter we describe an easy method for 2-amino-1-methyl-6-phenylimidazo[4,5-b]py (PhIP) synthesis, starting from the commercially available 2,3-diaminopyridine 1 via the 2-amino-3-methylamino-5-phenylpyridine 5 formation. The key step of this approach is the one pot synthesis of 5 performed by photolysis of 2-amino-5-iodo-3-(N-methyl-N-tosylamino)pyridine 4 to obtain simultaneous phenylation and tosyl group removal. Compound 5 was then used as an intermediate to obtain the 1-methyl-6-phenylimidazo[4,5-b]pyridine 6 which was aminated to afford PhIP in good overall yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10039-9
• 作为产物：
  描述：

  2,3-二氨基吡啶 、 对甲苯磺酰氯 以 吡啶 为溶剂， 生成 N-(2-Amino-pyridin-3-yl)-4-methyl-benzenesulfonamide
  参考文献：
  名称：

  An easy photochemical approach to the synthesis of the food-borne carcinogen 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine

  摘要：

  Mutations induced by substances formed during food cooking are a field of growing interest; for a better comprehension of the mechanism of action of these carcinogens, simple routes to their synthesis are needed. In this letter we describe an easy method for 2-amino-1-methyl-6-phenylimidazo[4,5-b]py (PhIP) synthesis, starting from the commercially available 2,3-diaminopyridine 1 via the 2-amino-3-methylamino-5-phenylpyridine 5 formation. The key step of this approach is the one pot synthesis of 5 performed by photolysis of 2-amino-5-iodo-3-(N-methyl-N-tosylamino)pyridine 4 to obtain simultaneous phenylation and tosyl group removal. Compound 5 was then used as an intermediate to obtain the 1-methyl-6-phenylimidazo[4,5-b]pyridine 6 which was aminated to afford PhIP in good overall yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10039-9

文献信息

• Dubey; Vinod Kumar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 10, p. 746 - 751
  作者：Dubey、Vinod Kumar

  DOI：——

  日期：——