1-phenyl-N-prop-2-enylmethanimine | 21064-27-7

• 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-phenyl-N-prop-2-enylmethanimine
• 英文别名: N-(phenylmethylidene)-2-propene-1-amine；benzaldehyde N-allylamine
• CAS: 21064-27-7；68003-55-4
• 化学式: C₁₀H₁₁N
• 分子量: 145.204
• InChiKey: GXFNRLVWKGAVGK-LUAWRHEFSA-N

物化性质

• 沸点：
  96 °C(Press: 12 Torr)
• 密度：
  0.86±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.29
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (氯磺酰基)乙酸乙酯 、 1-phenyl-N-prop-2-enylmethanimine 以 四氢呋喃 为溶剂， 反应 24.0h， 以60%的产率得到ethyl trans-2-allyl-3-phenyl-1,2-thiazetidine-4-carbonxlate 1,1-dioxide
  参考文献：
  名称：

  Sulfa-Staudinger环加成中的取代基控制的环选择性和立体选择性

  摘要：

  在亚胺和磺酰氯的磺胺-施陶丁格环加成中，环选择性主要受磺酰氯的α-取代基的电子效应和亚胺的亲核性控制。具有弱给电子和吸电子取代基的磺酰氯更喜欢[2 s +2 i ]环，形成顺式和反式-β-杜鹃花的混合物。带有强吸电子α-取代基的磺酰氯根据亚胺的亲核性表现出不同的年环选择性，具体如下：（1）取代基比甲基大的弱亲核亚胺仅经历[2 s +2 i ]环化反应，生成反式-β-杜鹃花；（2）具有N-甲基取代基的强亲核亚胺通常同时发生[2 s +2 i ]和[2 s +2 i +2 i ]环化反应，从而传递反式-β-杜鹃花和rel（3 S，5 S由一分子的亚砜和两分子的亚胺组成的，6 R）-1,2,4-噻二嗪烷1,1-二氧化物; （3）更强的亲核环状（Z）-亚胺主要产生[2 s +2 i +2 i ]环，产生一对非对映异构体[2 s +2i +2 i ]年环过氧化物1,2,4-噻二嗪烷1,1-二氧化物。

  DOI：

  10.1021/acs.joc.5b00312
• 作为产物：
  描述：

  苯甲醛 、 丙烯胺 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到1-phenyl-N-prop-2-enylmethanimine
  参考文献：
  名称：

  Sulfa-Staudinger环加成中的取代基控制的环选择性和立体选择性

  摘要：

  在亚胺和磺酰氯的磺胺-施陶丁格环加成中，环选择性主要受磺酰氯的α-取代基的电子效应和亚胺的亲核性控制。具有弱给电子和吸电子取代基的磺酰氯更喜欢[2 s +2 i ]环，形成顺式和反式-β-杜鹃花的混合物。带有强吸电子α-取代基的磺酰氯根据亚胺的亲核性表现出不同的年环选择性，具体如下：（1）取代基比甲基大的弱亲核亚胺仅经历[2 s +2 i ]环化反应，生成反式-β-杜鹃花；（2）具有N-甲基取代基的强亲核亚胺通常同时发生[2 s +2 i ]和[2 s +2 i +2 i ]环化反应，从而传递反式-β-杜鹃花和rel（3 S，5 S由一分子的亚砜和两分子的亚胺组成的，6 R）-1,2,4-噻二嗪烷1,1-二氧化物; （3）更强的亲核环状（Z）-亚胺主要产生[2 s +2 i +2 i ]环，产生一对非对映异构体[2 s +2i +2 i ]年环过氧化物1,2,4-噻二嗪烷1,1-二氧化物。

  DOI：

  10.1021/acs.joc.5b00312

文献信息

• PREPARING METHOD OF SOLID CARBAMIC ACID DERIVATIVES
  申请人：Sogang University Research Foundation

  公开号：US20140051858A1

  公开（公告）日：2014-02-20

  The present disclosure relates to a preparation method for powder of a carbamic acid derivative, which includes reacting a liquid amine derivative with carbon dioxide at a temperature in a range of from about −30° C. to about 500° C. at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for powder of a carbamic acid derivative to a liquid amine derivative and carbon dioxide, which includes dissolving powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent. The preparation method for a carbamic acid derivative powder according to the present disclosure enables easy conversion into pure powder of solid carbamic acid derivative without by-products and can remarkably reduce time and energy required for solidification by reacting carbon dioxides and amines with carbon dioxides in high pressure conditions without the use of a solvent. In addition, the prepared solid compounds can be used as a liquid amine substitute or used in a carbamic acid derivative form as necessary.

  本公开涉及一种羰基酸衍生物粉末的制备方法，包括将液态胺衍生物与二氧化碳在温度范围从约-30°C到约500°C的压力范围从约0.3兆帕到约100兆帕下反应。此外，本公开还涉及一种将羰基酸衍生物粉末还原为液态胺衍生物和二氧化碳的方法，包括将制备的羰基酸衍生物粉末溶解在溶剂中；在温度范围从约30°C到约100°C下回流羰基酸衍生物；蒸发溶剂。根据本公开的羰基酸衍生物粉末的制备方法，可以在高压条件下通过将二氧化碳和胺与二氧化碳反应而无需使用溶剂，轻松将其转化为纯净的固态羰基酸衍生物粉末，而且可以显著减少固化所需的时间和能量，并且避免了副产物的产生。此外，制备的固体化合物可用作液态胺替代品，或根据需要以羰基酸衍生物形式使用。
• N-(2-(2-amino-2-phenylethyl)phenyl)-2,2-dimethyl-propanamid and derivatives and a process for preparing the same
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0066773B1

  公开（公告）日：1984-09-05
• PREPARATION METHOD FOR SOLID POWDER OF A CARBAMIC ACID DERIVATIVE
  申请人：Sogang University Research Foundation

  公开号：US20150099886A1

  公开（公告）日：2015-04-09

  The present application relates to a preparation method for solid powder of a carbamic acid derivative, which includes reacting an amine derivative with carbon dioxide at a temperature in a range of from about −30° C. to about 500° C. and at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for solid powder of a carbamic acid derivative to an amine derivative and carbon dioxide, which includes dissolving solid powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent.
• PREPARATION METHOD FOR AN IMINE COMPOUND AND REDUCTION METHOD FOR SOLID POWDER OF A CARBAMIC ACID DERIVATIVE
  申请人：Sogang University Research Foundation

  公开号：US20150344451A1

  公开（公告）日：2015-12-03

  The present application relates to a preparation method for solid powder of a carbamic acid derivative, which includes reacting an amine derivative with carbon dioxide at a temperature in a range of from about −30° C. to about 500° C. and at a pressure in a range of from about 0.3 MPa to about 100 MPa. In addition, the present disclosure relates to a reduction method for solid powder of a carbamic acid derivative to an amine derivative and carbon dioxide, which includes dissolving solid powder of the carbamic acid derivative prepared in a solvent; refluxing the carbamic acid derivative at a temperature in a range of from about 30° C. to about 100° C.; and evaporating the solvent.
• US6087520A
  申请人：——

  公开号：US6087520A

  公开（公告）日：2000-07-11