(E)-2-(N-methylanilino)-3-phenylprop-2-enenitrile | 86803-45-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-2-(N-methylanilino)-3-phenylprop-2-enenitrile
• 英文别名: (E)-α-(N-Methylanilino)cinnamonitrile
• CAS: 86803-45-4
• 化学式: C₁₆H₁₄N₂
• 分子量: 234.301
• InChiKey: UAXUOGFFRGSUAC-FOWTUZBSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  27.03
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-2-(N-methylanilino)-3-phenylprop-2-enenitrile 、 盐酸 以80%的产率得到
  参考文献：
  名称：

  TAKAHASHI, KAZUMASA;SHIBASAKI, KENICHIRO;OGURA, KATSUYUKI;IIDA, HIROTADA, J. ORG. CHEM., 1983, 48, N 20, 3566-3569

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(甲基(苯基)氨基)乙腈 在 potassium tert-butylate 、 lithium diisopropyl amide 作用下， 反应 1.5h， 生成 (E)-2-(N-methylanilino)-3-phenylprop-2-enenitrile
  参考文献：
  名称：

  2-(N-Methylanilino)-2-phenylthioacetonitrile: a useful reagent for preparation of conjugated α-amino alkenenitriles via tandem alkylation and dehydrosulphenylation

  摘要：

  Alkylation of the anion of 2-(N-methylanilino)-2-phenylthioacetonitrile 1 with halogenoalkanes resulted in concurrent elimination of benzenethiol to give conjugated alpha-aminoalkenenitriles of 2E-configuration. Counterattack by bromide and benzenethiolate ions was observed in the prolonged reactions of 1 with 1,4-dibromobut-2-ene and 3-bromo-1-(trimethylsilyl)prop-1-yne.

  DOI：

  10.1039/p19900003365

文献信息

• Reactions of Organic Anions; CXXVII¹. Catalytic Two-phase (C. T. P.) Synthesis of α-Cyanoenamines
  作者：A. Jończyk、Z. Owczarczyk

  DOI：10.1055/s-1986-31588

  日期：——

  The preparation of α-cyanoenamines 4 via the condensation of casrbonyl compounds 2 with α-(N-methylanilino)-acetonitrile (1) carried out in the presence of a mixture of powdered potassium hydroxide and potassium carbonate and tetra-n-butylammonium bromide as a catalyst (solid-liquid catalytic two-phase system) is described. This reaction comprises a useful one-carbon chain lengthening of carbonyl compounds.

  在粉状氢氧化钾、碳酸钾和四正丁基铵的混合物存在下，通过 casrbonyl 化合物 2 与 α-(N-甲基苯胺基)-乙腈 (1) 的缩合制备 α-氰烯胺 4描述了溴化物作为催化剂（固液催化两相体系）。该反应包括有用的羰基化合物的一碳链延长。
• 2-(N-Methylanilino)-2-phenylthioacetonitrile: a useful reagent for preparation of conjugated α-amino alkenenitriles via tandem alkylation and dehydrosulphenylation
  作者：Jim-Min Fang、Chin-Cheng Chen

  DOI：10.1039/p19900003365

  日期：——

  Alkylation of the anion of 2-(N-methylanilino)-2-phenylthioacetonitrile 1 with halogenoalkanes resulted in concurrent elimination of benzenethiol to give conjugated alpha-aminoalkenenitriles of 2E-configuration. Counterattack by bromide and benzenethiolate ions was observed in the prolonged reactions of 1 with 1,4-dibromobut-2-ene and 3-bromo-1-(trimethylsilyl)prop-1-yne.
• JONCZYK, ANDRZEJ;OWCZARCZYK, ZBYSLAW
  作者：JONCZYK, ANDRZEJ、OWCZARCZYK, ZBYSLAW

  DOI：——

  日期：——
• FANG, JIM-MIN;CHEN, CHIH-CHENG, J. CHEM. SOC. PERKIN TRANS. PT 1,(1990) N2, C. 3365-3367
  作者：FANG, JIM-MIN、CHEN, CHIH-CHENG

  DOI：——

  日期：——
• JONCZYK, A.;OWCZARCZYK, Z., SYNTHESIS, BRD, 1986, N 4, 297-298
  作者：JONCZYK, A.、OWCZARCZYK, Z.

  DOI：——

  日期：——