cycloheptanone-ethoxycarbonylhydrazone | 99976-91-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cycloheptanone-ethoxycarbonylhydrazone
• 英文别名: Aethyl-<3-cycloheptylidoncarbazat>；Aethyl-(3-cycloheptylidoncarbazat)；ethyl N-(cycloheptylideneamino)carbamate
• CAS: 99976-91-7
• 化学式: C₁₀H₁₈N₂O₂
• 分子量: 198.265
• InChiKey: AWVPQJVRZUIHBD-UHFFFAOYSA-N

物化性质

• 熔点：
  77-78 °C(Solv: ligroine (8032-32-4))
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cycloheptanone-ethoxycarbonylhydrazone 、 环氧溴丙烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 17.33h， 生成 5-Oxa-2,3-diazatricyclo[7.5.0.03,7]tetradec-1-en-4-one
  参考文献：
  名称：

  One-Pot Cyclizations of Dilithiated Oximes and Hydrazones with Epibromohydrin. Efficient Synthesis of 6-Hydroxymethyl-5,6-dihydro-4H-1,2-oxazines and Oxazolo[3,4-b]pyridazin-7-ones

  摘要：

  [GRAPHICS]The one-pot cyclization of dilithiated oximes with epibromohydrin provided a convenient and regioselective approach to 6-hydroxymethyl-5,6-dihydro-4H-1,2-oxazines. The reaction of the latter with phosphorus tribromide resulted in a Beckmann rearrangement and formation of 5-bromomethyl-2-iminotetrahydrofurans. The reaction of dilithiated hydrazones with epibromohydrin afforded oxazolo[3,4-b]pyridazin-7-ones, which were formed by a novel domino cyclization.

  DOI：

  10.1021/jo052329e
• 作为产物：
  描述：

  肼基甲酸乙酯 、 环庚酮 在 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 以36%的产率得到cycloheptanone-ethoxycarbonylhydrazone
  参考文献：
  名称：

  One-Pot Cyclizations of Dilithiated Oximes and Hydrazones with Epibromohydrin. Efficient Synthesis of 6-Hydroxymethyl-5,6-dihydro-4H-1,2-oxazines and Oxazolo[3,4-b]pyridazin-7-ones

  摘要：

  [GRAPHICS]The one-pot cyclization of dilithiated oximes with epibromohydrin provided a convenient and regioselective approach to 6-hydroxymethyl-5,6-dihydro-4H-1,2-oxazines. The reaction of the latter with phosphorus tribromide resulted in a Beckmann rearrangement and formation of 5-bromomethyl-2-iminotetrahydrofurans. The reaction of dilithiated hydrazones with epibromohydrin afforded oxazolo[3,4-b]pyridazin-7-ones, which were formed by a novel domino cyclization.

  DOI：

  10.1021/jo052329e

文献信息

• One-pot synthesis of pyrazole-5-carboxylates by cyclization of hydrazone 1,4-dianions with diethyl oxalate
  作者：Tuan Thanh Dang、Tung Thanh Dang、Peter Langer

  DOI：10.1016/j.tetlet.2007.03.093

  日期：2007.5

  The cyclization of hydrazone dianions with diethyl oxalate afforded pyrazole-5-carboxylates.

  用草酸二乙酯对的二价阴离子进行环化，得到吡唑-5-羧酸酯。
• Synthesis of pyrazole-3-carboxylates and pyrazole-1,5-dicarboxylates by one-pot cyclization of hydrazone dianions with diethyl oxalate
  作者：Tung T. Dang、Tuan T. Dang、Christine Fischer、Helmar Görls、Peter Langer

  DOI：10.1016/j.tet.2007.12.024

  日期：2008.2

  The one-pot cyclization of hydrazone dianions with diethyl oxalate allows a convenient synthesis of pyrazole-3-carboxylates and pyrazole-1,5-dicarboxylates.

  与草酸二乙酯的一锅法二价环化反应可以方便地合成吡唑-3-羧酸盐和吡唑-1,5-二羧酸盐。
• One-Pot Cyclizations of Dilithiated Oximes and Hydrazones with Epibromohydrin. Efficient Synthesis of 6-Hydroxymethyl-5,6-dihydro-4<i>H</i>-1,2-oxazines and Oxazolo[3,4-<i>b</i>]pyridazin-7-ones
  作者：Tuan Thanh Dang、Uwe Albrecht、Katrin Gerwien、Melanie Siebert、Peter Langer

  DOI：10.1021/jo052329e

  日期：2006.3.1

  [GRAPHICS]The one-pot cyclization of dilithiated oximes with epibromohydrin provided a convenient and regioselective approach to 6-hydroxymethyl-5,6-dihydro-4H-1,2-oxazines. The reaction of the latter with phosphorus tribromide resulted in a Beckmann rearrangement and formation of 5-bromomethyl-2-iminotetrahydrofurans. The reaction of dilithiated hydrazones with epibromohydrin afforded oxazolo[3,4-b]pyridazin-7-ones, which were formed by a novel domino cyclization.