[1-(2(E)-phenylethenyl)ethylidene]-hydrazinecarboxylic acid methyl ester | 358723-68-9

• 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: [1-(2(E)-phenylethenyl)ethylidene]-hydrazinecarboxylic acid methyl ester
• 英文别名: benzalacetone carbomethoxyhydrazone；Methyl 2-(1-methyl-3-phenyl-2-propenylidene)-1-hydrazinecarboxylate；methyl N-[(E)-[(E)-4-phenylbut-3-en-2-ylidene]amino]carbamate
• CAS: 358723-68-9
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: KRXJGXIYKHYTOD-PEGOPYGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  对羟基苯甲酸甲酯 、 [1-(2(E)-phenylethenyl)ethylidene]-hydrazinecarboxylic acid methyl ester 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以51%的产率得到1-carbomethoxy-5-(4-hydroxyphenyl)-3-(2-phenylethenyl)-1H-pyrazole
  参考文献：
  名称：

  THE PREPARATION OF 3-(2-PHENYLETHENYL)-1H-PYRAZOLES FROM DILITHIATED (3E)-4-PHENYL-3-BUTEN-2-ONE HYDRAZONES

  摘要：

  The phenyl-, carbomethoxy-, and carboethoxy-hydrazones of (3 E)-4-phenyl-3-buten-2-one [benzalacetone] were treated with excess lithium diisopropylamide, and the resulting 1,4-dianions were condensed with several aromatic esters, followed by acid cyclization of C-acylated intermediates, to afford substituted 3-(2-phenylethenyl)-1H-pyrazoles [3-styryl-pyrazoles].

  DOI：

  10.1081/scc-100000580
• 作为产物：
  描述：

  肼基甲酸甲酯 、 苄叉丙酮 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 0.75h， 以92%的产率得到[1-(2(E)-phenylethenyl)ethylidene]-hydrazinecarboxylic acid methyl ester
  参考文献：
  名称：

  THE PREPARATION OF 3-(2-PHENYLETHENYL)-1H-PYRAZOLES FROM DILITHIATED (3E)-4-PHENYL-3-BUTEN-2-ONE HYDRAZONES

  摘要：

  The phenyl-, carbomethoxy-, and carboethoxy-hydrazones of (3 E)-4-phenyl-3-buten-2-one [benzalacetone] were treated with excess lithium diisopropylamide, and the resulting 1,4-dianions were condensed with several aromatic esters, followed by acid cyclization of C-acylated intermediates, to afford substituted 3-(2-phenylethenyl)-1H-pyrazoles [3-styryl-pyrazoles].

  DOI：

  10.1081/scc-100000580

文献信息

• THE PREPARATION OF 3-(2-PHENYLETHENYL)-1<i>H</i>-PYRAZOLES FROM DILITHIATED (3<i>E</i>)-4-PHENYL-3-BUTEN-2-ONE HYDRAZONES
  作者：Stefan J. Pastine、Wayne Kelley、Jennifer J. Bear、J. Nathan Templeton、Charles F. Beam

  DOI：10.1081/scc-100000580

  日期：2001.1

  The phenyl-, carbomethoxy-, and carboethoxy-hydrazones of (3 E)-4-phenyl-3-buten-2-one [benzalacetone] were treated with excess lithium diisopropylamide, and the resulting 1,4-dianions were condensed with several aromatic esters, followed by acid cyclization of C-acylated intermediates, to afford substituted 3-(2-phenylethenyl)-1H-pyrazoles [3-styryl-pyrazoles].