C-acetyl nitrile amine | 51128-86-0

• 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: C-acetyl nitrile amine
• 英文别名: (4-methylphenyl)-(2-oxopropylideneamino)azanide
• CAS: 51128-86-0
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: XDGYEVREDHPDQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  C-acetyl nitrile amine 、 苯甲醛吖嗪 以 氯仿 为溶剂， 以75%的产率得到1-(5-Phenyl-4-{[1-phenyl-meth-(E)-ylidene]-amino}-1-p-tolyl-4,5-dihydro-1H-[1,2,4]triazol-3-yl)-ethanone
  参考文献：
  名称：

  Prajapati, Dipak; Sandhu, Jagir Singh; Kametani, Tetsuji, Heterocycles, 1985, vol. 23, # 5, p. 1123 - 1126

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-1-[2-(4-甲基苯基)亚肼基]乙酮 在 三乙胺 作用下， 以 氯仿 为溶剂， 生成 C-acetyl nitrile amine
  参考文献：
  名称：

  Prajapati, Dipak; Sandhu, Jagir Singh, Heterocycles, 1985, vol. 23, # 5, p. 1143 - 1145

  摘要：

  DOI：

文献信息

• The structure of the cycloaddition products of α-ketonitrilimines to α, β-unsaturated ketones
  作者：Saleh T. Ezmirly、Ahmad S. Shawali、Ahmad M. Bukhari

  DOI：10.1016/s0040-4020(01)86739-9

  日期：1988.1

  The cycloaddition of C-ethoxycarbonyl-N-aryl-nitrilimines and their C-acetyl analogs 4 to α,β-un-saturated ketones give predominantly the 5-acyl-4-aryl-2-pyrazoline derivatives and respectively. The structures of the cycloadducts and were supported by spectral (13C NMR, 1H NMR and IR) and analytical data. Tewari and Parihar's conclusions about the regiochemistry of these reactions cannot be sustained

  C-乙氧基羰基N-芳基nitrilimines的环加成和它们的C-乙酰类似物4到α，β-不饱和的酮，得到主要的5-酰基-4-芳基-2-吡唑啉衍生物和分别。所述cycloadducts的结构和通过光谱（支持的13 C NMR，1 H NMR和IR）和分析数据。Tewari和Parihar关于这些反应的区域化学的结论无法维持。
• Sain, Bir; Prajapati, Dipak; Mahajan, Asha R, Bulletin de la Societe Chimique de France, 1994, vol. 131, # 3, p. 313 - 316
  作者：Sain, Bir、Prajapati, Dipak、Mahajan, Asha R、Sandhu, Jagir S

  DOI：——

  日期：——
• Heterocyclic thiones and their analogs in 1,3-dipolar cycloaddition: VII. Reaction of 4-methyl-1,3-thiazole-2(3H)-thiones with nitrile imines
  作者：E. V. Budarina、T. S. Dolgushina、M. L. Petrov、N. N. Labeish、A. A. Kol’tsov、V. K. Bel’skii

  DOI：10.1134/s1070428007100193

  日期：2007.10

  Reactions of 4-methyl-1,3-thiazole-2(3H)-thiones with various C,N-disubstituted nitrile imines occurred by the common [3+2]-cycloaddition scheme leading to the formation in general of stable spiro compounds. In reactions of o-nitrophenylnitrile imines acyclic compounds were the main products.
• Terent'eva, N. A.; Petrov, M. L.; Potekhin, K. A., Russian Journal of Organic Chemistry, 1994, vol. 30, # 10.1, p. 1547 - 1555
  作者：Terent'eva, N. A.、Petrov, M. L.、Potekhin, K. A.、Galishev, V. A.、Struchkov, Yu. T.

  DOI：——

  日期：——
• New Routes to Fused Isoquinolines
  作者：Enas M. Awad、Nehal M. Elwan、Hamdi M. Hassaneen、Anthony Linden、Heinz Heimgartner

  DOI：10.1002/1522-2675(200201)85:1<320::aid-hlca320>3.0.co;2-x

  日期：2002.1

  Treatment of 6.7-diethoxy-3,4-dihydroisoquinoline (8) and its 1-methyl derivative 12 with hydrazonoyl halides, 10 in the presence of Et3N in THF under reflux afforded the corresponding 5,6-dihydro-1,2,4-triazolo[3,4-a]isoquinolines 11 and 13. respectively, in high yield (Schemes 2 and 3.). The products are formed via regioselective 1,3-dipolar cycloaddition of the intermediate nitrilimines 9 with the isoquinoline C=N bond. Reaction of 6,7-diethoxy-3,4-dihydroisoquinoline-1-acetonitrile (4a) with ethyl alpha-cyanocinnamates 15 in the presence of piperidine m refluxing MeCN yielded benzo[a]quinolizin-4-ones 16 (Scheme 4), Under the same conditions. 12 and arylidene malononitriles 19 reacted to give benzo[a]quinolizin-4-imines 20 (Scheme5). Instead of 15 and 19, mixtures of an aromatic aldehyde. and ethyl cyanoacetate or malononitrile. respectively can be used in a one-pot reaction.