2-methylacetophenone-ethoxycarbonylhydrazone | 114666-00-1

• 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: 2-methylacetophenone-ethoxycarbonylhydrazone
• 英文别名: ethyl N-[(E)-1-(2-methylphenyl)ethylideneamino]carbamate
• CAS: 114666-00-1
• 化学式: C₁₂H₁₆N₂O₂
• 分子量: 220.271
• InChiKey: ZIHDNHYLMZDDJP-JLHYYAGUSA-N

物化性质

• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  2-methylacetophenone-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， 以24%的产率得到2-(o-tolyl)-3,4,4a,5-tetrahydrooxazolo[3,4-b]pyridazin-7-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 、 1-甲基苯基乙酮 在 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以43%的产率得到2-methylacetophenone-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

• Thrombin inhibitors
  申请人：——

  公开号：US20020193398A1

  公开（公告）日：2002-12-19

  Compounds of the invention are useful in inhibiting thrombin and treating blood coagulation and cardiovascular disorders and have the following structure: 1 wherein R 3 is hydrogen or halogen, and u is N or CH.

  该发明的化合物在抑制凝血酶、治疗血液凝固和心血管疾病方面具有用处，并具有以下结构： 1 其中 R 3 为氢或卤素，u为N或CH。
• 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。
• US6610701B2
  申请人：——

  公开号：US6610701B2

  公开（公告）日：2003-08-26
• US7026324B2
  申请人：——

  公开号：US7026324B2

  公开（公告）日：2006-04-11
• US7144899B2
  申请人：——

  公开号：US7144899B2

  公开（公告）日：2006-12-05