Methyl 2-[(4-methylphenyl)sulfonylhydrazinylidene]cyclopentane-1-carboxylate | 64187-76-4

• 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: Methyl 2-[(4-methylphenyl)sulfonylhydrazinylidene]cyclopentane-1-carboxylate
• 英文别名: methyl 2-[(4-methylphenyl)sulfonylhydrazinylidene]cyclopentane-1-carboxylate
• CAS: 64187-76-4
• 化学式: C₁₄H₁₈N₂O₄S
• 分子量: 310.374
• InChiKey: RGNYWEXATNZQCH-UHFFFAOYSA-N

物化性质

• 沸点：
  451.6±55.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 2-[(4-methylphenyl)sulfonylhydrazinylidene]cyclopentane-1-carboxylate 生成 2-环戊烯-1-羧酸甲酯
  参考文献：
  名称：

  Synthesis of .beta.,.gamma.-unsaturated esters. Direct generation of ester dienolates from .beta.-keto ester tosylhydrazone trianions

  摘要：

  DOI：

  10.1021/ja00457a052
• 作为产物：
  描述：

  2-甲氧羰基环戊酮 、 对甲苯磺酰肼 以 乙醇 为溶剂， 反应 16.0h， 生成 Methyl 2-[(4-methylphenyl)sulfonylhydrazinylidene]cyclopentane-1-carboxylate
  参考文献：
  名称：

  Investigation of the regioselectivity of the Hurd–Mori reaction for the formation of bicyclic 1,2,3-thiadiazoles

  摘要：

  A series of new pyrrolo[d][1,2,3]thiadiazole carboxylates and 5,6-dihydro-4H-cyclopenta[d][1,2,3]thiadiazoles has been synthesized via the Hurd-Mori reaction. The regioselectivity of the cyclization has been studied and trends were established to predict the cyclization direction to afford bicyclic 1,2,3-thiadiazoles. Effects promoting and disfavoring the reaction have also been investigated to guide the synthesis of scaffolds of this type. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.017

文献信息

• Synthesis of .beta.,.gamma.-unsaturated esters. Direct generation of ester dienolates from .beta.-keto ester tosylhydrazone trianions
  作者：C. A. Bunnell、P. L. Fuchs

  DOI：10.1021/ja00457a052

  日期：1977.6
• Investigation of the regioselectivity of the Hurd–Mori reaction for the formation of bicyclic 1,2,3-thiadiazoles
  作者：Martin Turner、Thomas Linder、Michael Schnürch、Marko D. Mihovilovic、Peter Stanetty

  DOI：10.1016/j.tet.2010.05.017

  日期：2010.7

  A series of new pyrrolo[d][1,2,3]thiadiazole carboxylates and 5,6-dihydro-4H-cyclopenta[d][1,2,3]thiadiazoles has been synthesized via the Hurd-Mori reaction. The regioselectivity of the cyclization has been studied and trends were established to predict the cyclization direction to afford bicyclic 1,2,3-thiadiazoles. Effects promoting and disfavoring the reaction have also been investigated to guide the synthesis of scaffolds of this type. (C) 2010 Elsevier Ltd. All rights reserved.