N'-(Thiophene-2-carbonyl)-hydrazinecarboxylic acid ethyl ester | 155164-71-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: N'-(Thiophene-2-carbonyl)-hydrazinecarboxylic acid ethyl ester
• 英文别名: Ethyl 2-(thiophene-2-carbonyl)hydrazine-1-carboxylate；ethyl N-(thiophene-2-carbonylamino)carbamate
• CAS: 155164-71-9
• 化学式: C₈H₁₀N₂O₃S
• 分子量: 214.245
• InChiKey: FZGHHXFEQNOWPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-噻吩甲醛 、 偶氮二甲酸二乙酯 以 二氯甲烷 为溶剂， 反应 12.0h， 以40%的产率得到diethyl 1-(thiophene-2-carbonyl)hydrazine-1,2-dicarboxylate
  参考文献：
  名称：

  Ring transformation of furfural into an unusual bicyclic system: Characterisation and dynamic stereochemistry of 6,7-diethoxycarbonyl-6,7-diaza-8-oxabicyclo[3,2,1]oct-3-en-2-one

  摘要：

  2-Formylthiophene and 3-formylindole react with diethyl azodicarboxylate to give simple products derived from reactions on the formyl group whereas 2-formylfuran reacts to give the unexpected bicyclic title compound. H-1 and C-13 NMR Studies indicate that this compound undergoes a series of three dynamic conformational changes over the temperature range 50 to -90 degrees C which are ascribed to slow rotation about the exocyclic carbamate bonds and hindered bridge inversion. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00585-1

文献信息

• Ring transformation of furfural into an unusual bicyclic system: Characterisation and dynamic stereochemistry of 6,7-diethoxycarbonyl-6,7-diaza-8-oxabicyclo[3,2,1]oct-3-en-2-one
  作者：Elena Zaballos-García、M. Eugenia González-Rosende、J. Miquel Jorda-Gregori、José Sepúlveda-Arques、W. Brian Jennings、Donal O'Leary、Suzanne Twomey

  DOI：10.1016/s0040-4020(97)00585-1

  日期：1997.7

  2-Formylthiophene and 3-formylindole react with diethyl azodicarboxylate to give simple products derived from reactions on the formyl group whereas 2-formylfuran reacts to give the unexpected bicyclic title compound. H-1 and C-13 NMR Studies indicate that this compound undergoes a series of three dynamic conformational changes over the temperature range 50 to -90 degrees C which are ascribed to slow rotation about the exocyclic carbamate bonds and hindered bridge inversion. (C) 1997 Elsevier Science Ltd.