3,3-diethyl-5-(phenylselanylmethyl)-4,5-dihydro-3H-pyrazole

• 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: 3,3-diethyl-5-(phenylselanylmethyl)-4,5-dihydro-3H-pyrazole
• 英文别名: 5,5-Diethyl-3-(phenylselanylmethyl)-3,4-dihydropyrazole
• 化学式: C₁₄H₂₀N₂Se
• 分子量: 295.286
• InChiKey: DXFKGXPJGNXKDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N'-(1-Ethyl-propylidene)-hydrazinecarboxylic acid ethyl ester 在 sodium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 16.0h， 生成 3,3-diethyl-5-(phenylselanylmethyl)-4,5-dihydro-3H-pyrazole
  参考文献：
  名称：

  Synthesis of pyrazolidine, 1-pyrazoline, 2-pyrazoline derivatives by selenium-induced cyclization of homoallylhydrazines

  摘要：

  The PhSeBr-induced cyclization of N'-but-3-en-1-yl ethoxycarbonylhydrazines 1, phenylhydrazines 2 and dimethylhydrazines 3 has been studied. A 5-exo-trig ring closure occurred in each case and phenylselanyimethyl-pyrazolidines 4, 2-pyrazolines 5 and 10, 1-pyrazolines 8 and pyrazolidinium bromides 11 were synthesized. Radical deselenenylation has allowed the preparation of 5-methylpyrazolidines 12 and 5-methyl-2-pyrazolines 13 and 14. Decomposition of the dibromoselenuranes derived from 2-pyrazolines 5 and 10 afforded bromomethyl derivatives. With 1-phenyl-2-pyrazolines 10, an electrophilic p-halogenation of the phenyl nucleus was observed. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01064-x

文献信息

• Synthesis of pyrazolidine, 1-pyrazoline, 2-pyrazoline derivatives by selenium-induced cyclization of homoallylhydrazines
  作者：Michaël Ternon、Francis Outurquin、Claude Paulmier

  DOI：10.1016/s0040-4020(01)01064-x

  日期：2001.12

  The PhSeBr-induced cyclization of N'-but-3-en-1-yl ethoxycarbonylhydrazines 1, phenylhydrazines 2 and dimethylhydrazines 3 has been studied. A 5-exo-trig ring closure occurred in each case and phenylselanyimethyl-pyrazolidines 4, 2-pyrazolines 5 and 10, 1-pyrazolines 8 and pyrazolidinium bromides 11 were synthesized. Radical deselenenylation has allowed the preparation of 5-methylpyrazolidines 12 and 5-methyl-2-pyrazolines 13 and 14. Decomposition of the dibromoselenuranes derived from 2-pyrazolines 5 and 10 afforded bromomethyl derivatives. With 1-phenyl-2-pyrazolines 10, an electrophilic p-halogenation of the phenyl nucleus was observed. (C) 2001 Elsevier Science Ltd. All rights reserved.