4-chloro-7-nitro-1H-[1,2,3]triazolo[4,5-c]pyridine 2-oxide | 1248539-96-9

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4-chloro-7-nitro-1H-[1,2,3]triazolo[4,5-c]pyridine 2-oxide
• CAS: 1248539-96-9
• 化学式: C₅H₂ClN₅O₃
• 分子量: 215.556
• InChiKey: XCXILHOPTHVZPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.15
• 重原子数：
  14.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  111.65
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3,4-Diacetylamino-2-chloropyridin 在 硫酸 、 硝酸 作用下， 以83%的产率得到4-chloro-7-nitro-1H-[1,2,3]triazolo[4,5-c]pyridine 2-oxide
  参考文献：
  名称：

  Cyclization of substituted 3,4-diaminopyridines into 1H-[1,2,3]triazolo[4,5-c]pyridine 2-oxide derivatives during the nitration process

  摘要：

  The nitration of pyridine-3,4-diamine, its N,N'-diacetyl derivative, and N(4)-alkylpyridine-3,4-diamines with excess nitric acid in concentrated sulfuric acid at 60 degrees C was accompanied by cyclization with formation of the corresponding 1-substituted 4-nitro-1H-[1,2,3]triazolo[4,5-c]pyridine 2-oxides. 4-Chloro-1H-[1,2,3] triazolo[4,5-c] pyridine 2-oxide derivatives were obtained under analogous conditions from 2-chloropyridine-3,4-diamine, its N, N'-diacetyl derivative, and 2-chloro-N(4)-methylpyridine-3,4-diamine. The nitration of these compounds at 80-90 degrees C gave 4-chloro-7-nitro-1H-[1,2,3] triazolo[4,5-c] pyridine 2-oxides.

  DOI：

  10.1134/s1070428010080178