β-(4-methylphenyl)aminoacrylonitrile

• 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: β-(4-methylphenyl)aminoacrylonitrile
• 英文别名: N-(p-methyl phenyl)-3-aminoacrylonitrile；3-(4-Methylanilino)prop-2-enenitrile
• 化学式: C₁₀H₁₀N₂
• mdl: MFCD20542674
• 分子量: 158.203
• InChiKey: BGEQGTXLHCPDMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙炔腈 、 乙烷,三氯氟- 以 乙醚 为溶剂， 生成 β-(4-methylphenyl)aminoacrylonitrile
  参考文献：
  名称：

  Process for the manufacture of N-(substituted)-3-aminoacrylonitriles

  摘要：

  一种制造N-(取代基)-3-氨基丙烯腈的方法，其化学式为N--(R.sub.1 R.sub.2)--CH.dbd.CH--CN，其中R.sub.1是烷基、苯基、取代有烷基和/或--NH.sub.2基团的苯基，或--(CH.sub.2).sub.n --NH--CH.dbd.CH--CN，R.sub.2为氢或烷基，但当R.sub.1为--(CH.sub.2).sub.n --NH--CH.dbd.CH--CN时，R.sub.2为氢，其中n为1至8。该方法包括在惰性气氛下和低温下（尤其是低于40℃）将氰乙炔与适当的胺接触，并在不超过50℃的温度下回收产物。

  公开号：

  US04195034A1

文献信息

• Ghozlan, Said Ahmed Soliman; Abdelhamid, Ismail Abdelshafy; Gaber, Hatem, Journal of Chemical Research, 2004, # 12, p. 789 - 793
  作者：Ghozlan, Said Ahmed Soliman、Abdelhamid, Ismail Abdelshafy、Gaber, Hatem、Elnagdi, Mohamed Hilmy

  DOI：——

  日期：——
• Cyanoacetaldehyde ? New synthetic applications of an old compound syntheses with nitriles, XCI
  作者：Madhukar Jachak、Ulrike Krie�mann、Martin Mittelbach、Hans Junek

  DOI：10.1007/bf00808679

  日期：1993.2

  Various reactions of cyanoacetaldehyde (1), freshly prepared by ozonization of (E)-1,4-dicyano-2-butene or allylcyanide, are described. Thus, conversion of 1 with anilines gave beta-phenylaminoacrylonitriles 2a-e. Reaction of 1 with hydrazines led to the corresponding hydrazones 3a-e, which could be cyclized under alkaline conditions to 5-aminopyrazoles 4a-d. An aldol-type condensation product 5a could be obtained by reaction of 1 with sodiumphenoxide. Treatment of 1 with dimethylformamide-dimethylacetal led to the formation of (E)-3-dimethylamino-2-formylpropenenitrile (6), a very useful synthon in synthetic chemistry. For the determination of the structure of 6 the method of steady state differential NOEs was used. Reaction of 6 with hydrazines gave 1-substituted-4-cyanopyrazoles 7a-k.
• Process for the manufacture of N-(substituted)-3-aminoacrylonitriles
  申请人：Du Pont of Canada Limited

  公开号：US04195034A1

  公开（公告）日：1980-03-25

  A process for the manufacture of N-(substituted)-3-aminoacrylonitriles of the formula N--(R.sub.1 R.sub.2)--CH.dbd.CH--CN where R.sub.1 is alkyl, phenyl, phenyl substituted with alkyl and/or --NH.sub.2 groups, or --(CH.sub.2).sub.n --NH--CH.dbd.CH--CN and R.sub.2 is hydrogen or alkyl with the proviso that when R.sub.1 is --(CH.sub.2).sub.n --NH--CH.dbd.CH--CN R.sub.2 is hydrogen, n being 1 to 8. The process comprises contacting cyanoacetylene with the appropriate amine in the presence of an inert atmosphere and at low temperatures, especially less than 40.degree. C., and recovering the product at a temperature of not greater than 50.degree. C.

  一种制造N-(取代基)-3-氨基丙烯腈的方法，其化学式为N--(R.sub.1 R.sub.2)--CH.dbd.CH--CN，其中R.sub.1是烷基、苯基、取代有烷基和/或--NH.sub.2基团的苯基，或--(CH.sub.2).sub.n --NH--CH.dbd.CH--CN，R.sub.2为氢或烷基，但当R.sub.1为--(CH.sub.2).sub.n --NH--CH.dbd.CH--CN时，R.sub.2为氢，其中n为1至8。该方法包括在惰性气氛下和低温下（尤其是低于40℃）将氰乙炔与适当的胺接触，并在不超过50℃的温度下回收产物。