[3-amino-5-piperidino-4-phenylazothiophen-2-yl](4-chlorophenyl)methanone | 1338371-62-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [3-amino-5-piperidino-4-phenylazothiophen-2-yl](4-chlorophenyl)methanone
• 英文别名: (3-amino-4-phenyldiazenyl-5-piperidin-1-ylthiophen-2-yl)-(4-chlorophenyl)methanone
• CAS: 1338371-62-2
• 化学式: C₂₂H₂₁ClN₄OS
• 分子量: 424.954
• InChiKey: XFKZWLLUFVANDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  99.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [3-amino-5-piperidino-4-phenylazothiophen-2-yl](4-chlorophenyl)methanone 在 吡啶 、 copper diacetate 作用下， 以52%的产率得到[6-piperidino-2-phenyl-4H-thieno[3,4-d][1,2,3]triazol-2-ium-4-ylidene](4-chlorophenyl)methanolate
  参考文献：
  名称：

  Synthesis and oxidative cyclization of 3-amino-2-arylazo-5-tert-cycloalkylaminothiophenes

  摘要：

  A series of 3-amino-4-arylazo-4,5-dihydrothiophenes has been synthesized by the reaction of aryl-hydrazonocyanothioacetamides (containing a tert-cycloalkylamino group) with alpha-halo ketones, 2-chloroacetonitrile, or 4-nitrobenzyl bromide. Their oxidation in the presence of metal acetates was investigated. It was shown that heating in pyridine with Cu(OAc)(2) leads to the formation of thieno[3,4-d]-1,2,3-triazoliumolates.

  DOI：

  10.1007/s10593-011-0799-8
• 作为产物：
  描述：

  、 2'-溴-4-氯苯乙酮 以 N,N-二甲基甲酰胺 为溶剂， 以57%的产率得到[3-amino-5-piperidino-4-phenylazothiophen-2-yl](4-chlorophenyl)methanone
  参考文献：
  名称：

  Synthesis and oxidative cyclization of 3-amino-2-arylazo-5-tert-cycloalkylaminothiophenes

  摘要：

  A series of 3-amino-4-arylazo-4,5-dihydrothiophenes has been synthesized by the reaction of aryl-hydrazonocyanothioacetamides (containing a tert-cycloalkylamino group) with alpha-halo ketones, 2-chloroacetonitrile, or 4-nitrobenzyl bromide. Their oxidation in the presence of metal acetates was investigated. It was shown that heating in pyridine with Cu(OAc)(2) leads to the formation of thieno[3,4-d]-1,2,3-triazoliumolates.

  DOI：

  10.1007/s10593-011-0799-8