N-(2-chlorophenyl)-2-[(3-chlorophenyl)amino]-2-oxoethanehydrazonoyl chloride

• 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-chlorophenyl)-2-[(3-chlorophenyl)amino]-2-oxoethanehydrazonoyl chloride
• 英文别名: 2-(3-chloroanilino)-N-(2-chlorophenyl)-2-oxoethanehydrazonoyl chloride
• 化学式: C₁₄H₁₀Cl₃N₃O
• 分子量: 342.612
• InChiKey: DNLJVYSMFDGDPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.49
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(2-chlorophenyl)-2-[(3-chlorophenyl)amino]-2-oxoethanehydrazonoyl chloride 在 对甲苯磺酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 22.0h， 生成 4-(2-chlorophenyl)-N-(3-chlorophenyl)-4,5-dihydro-1H-1,3,4-naphtho[a,e]triazepine-2-carboxamide
  参考文献：
  名称：

  Derivatives of arylhydrazonic acids. Part 2: A facile approach to novel 4,5-dihydro-1H-1,2,4-triazoles via cyclization of amidrazones

  摘要：

  Starting from arylhydrazonoyl chlorides, the amide arylhydrazones (amidrazones) were obtained by nucleophilic substitution of the chloride function with ammonia, amines or anilines. Treatment of amidrazones with alkyl ketones under acidic catalysis led generally to 4,5-dihydro-1H-1,2,4-triazoles. In addition, with aldehydes 1H-1,2,4-triazoles or aryl condensed 4,5-dihydro-1H-1,3,4-triazepines were formed depending on substitution pattern of amidrazone moiety. The structures of the new products have been established by H-1 and C-13 NMR studies. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00485-4

文献信息

• Derivatives of arylhydrazonic acids. Part 2: A facile approach to novel 4,5-dihydro-1H-1,2,4-triazoles via cyclization of amidrazones
  作者：Guntram Drutkowski、Christian Donner、Ingo Schulze、Petra Frohberg

  DOI：10.1016/s0040-4020(02)00485-4

  日期：2002.6

  Starting from arylhydrazonoyl chlorides, the amide arylhydrazones (amidrazones) were obtained by nucleophilic substitution of the chloride function with ammonia, amines or anilines. Treatment of amidrazones with alkyl ketones under acidic catalysis led generally to 4,5-dihydro-1H-1,2,4-triazoles. In addition, with aldehydes 1H-1,2,4-triazoles or aryl condensed 4,5-dihydro-1H-1,3,4-triazepines were formed depending on substitution pattern of amidrazone moiety. The structures of the new products have been established by H-1 and C-13 NMR studies. (C) 2002 Elsevier Science Ltd. All rights reserved.