cinnamaldehyde anil | 118714-21-9

• 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: cinnamaldehyde anil
• 英文别名: 4-phenyl-1-p-tolyl-1-azabuta-1,3-diene；C6H5CHCHCHNC6H4CH3-4；cinnamylidene-p-toluidine；(E)-N-(4-methylphenyl)-3-phenylprop-2-en-1-imine
• CAS: 118714-21-9
• 化学式: C₁₆H₁₅N
• 分子量: 221.302
• InChiKey: GCHUNRYMDOAQHW-DZVXKPJGSA-N

物化性质

• 沸点：
  373.2±35.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  cinnamaldehyde anil 在 氢溴酸 作用下， 以 乙醚 为溶剂， 以53%的产率得到cinnamaldehyde anil hydrobromide
  参考文献：
  名称：

  Copper-Promoted Tandem Reaction of Azobenzenes with Allyl Bromides via N═N Bond Cleavage for the Regioselective Synthesis of Quinolines

  摘要：

  A copper-promoted tandem reaction of a variety of azobenzenes and allyl bromides via N=N bond cleavage to regioselectively construct quinoline derivatives has been developed. The azobenzenes act as not only construction units but also an oxidant for quinoline formation.

  DOI：

  10.1021/acs.orglett.5b03009
• 作为产物：
  描述：

  二(4-甲基苯基)二氮烯 在 copper(l) iodide 、 magnesium sulfate 作用下， 以 乙醚 、 1,2-二氯乙烷 为溶剂， 反应 14.0h， 生成 cinnamaldehyde anil
  参考文献：
  名称：

  Copper-Promoted Tandem Reaction of Azobenzenes with Allyl Bromides via N═N Bond Cleavage for the Regioselective Synthesis of Quinolines

  摘要：

  A copper-promoted tandem reaction of a variety of azobenzenes and allyl bromides via N=N bond cleavage to regioselectively construct quinoline derivatives has been developed. The azobenzenes act as not only construction units but also an oxidant for quinoline formation.

  DOI：

  10.1021/acs.orglett.5b03009

文献信息

• Stereoisomeric Styryl-substituted Pyrrolidines, 3,7-Diazobicyclo[3.3.0]octanes and 2-Styrylpyrroles from Cinnamaldehyde Iminium-N-methanide 1,3-Dipoles
  作者：Richard N. Butler、Derval M. Farrell

  DOI：10.1039/a706737b

  日期：——

  The reaction of cinnamaldehyde N-aryliminium methanide 1,3-dipoles with dimethyl maleate, dimethyl fumarate and some N-arylmaleimides gives equal mixtures of stereoisomeric substituted pyrrolidines and a route to 2-styrylpyrroles with dimethyl acetylenedicarboxylate.

  肉桂醛N-芳亚胺基甲烷1,3-二偶极体与马来酸二甲酯、富马酸二甲酯及某些N-芳基马来酰亚胺的反应，生成取代吡咯烷的立体异构等量混合物，并通过乙炔二羧酸二甲酯合成2-苯乙烯基吡咯。
• First example of the cascade acylation/IMDAV/ene reaction sequence, leading to N-arylbenzo[f]isoindole-4-carboxylic acids possessing anti-viral activity
  作者：Alexander A. Voronov、Kseniia A. Alekseeva、Elena A. Ryzhkova、Vladimir V. Zarubaev、Anastasia V. Galochkina、Vladimir P. Zaytsev、Mahesh S. Majik、Santosh G. Tilve、Atash V. Gurbanov、Fedor I. Zubkov

  DOI：10.1016/j.tetlet.2018.02.015

  日期：2018.3

  The reaction between readily accessible N-aryl-3-phenylallylamines and maleic anhydride led to unexpected products – polysubstituted hydrogenated benzo[f]isoindole-4-carboxylic acids. This transformation proceeds through a previously unknown sequence of steps: N-acylation of the allylamine with maleic anhydride, intramolecular Diels-Alder reaction of the vinylarene in the intermediate N-maleamide,

  易于获得的N-芳基-3-苯基烯丙基胺与马来酸酐之间的反应产生了意想不到的产物-多取代的氢化苯并[ f ]异吲哚-4-羧酸。：这种转变通过的步骤的以前未知的序列前进Ñ与马来酸酐，在中间的乙烯基芳烃的分子内Diels-Alder反应的烯丙胺的酰化Ñ -maleamide，并且前两个步骤的产物的阿尔德烯反应。选定的苯并[ f ]异吲哚显示出抗病毒活性。
• Monoazadiene Complexes of Early Transition Metals. 2.¹ Syntheses and Structures of Titanium 1-Aza-1,3-diene Complexes and Their Reactions with Ketones
  作者：Joachim Scholz、Steffen Kahlert、Helmar Görls

  DOI：10.1021/om970640j

  日期：1998.6.1

  in situ by reduction of Cp2TiCl2 with magnesium. The solid-state structure of 7c shows a bent azatitanacyclic ring with a fold angle of 130.9(4)°. A series of electron-deficient 14e 1-aza-1,3-diene titanium complexes CpTi[N(R1)CHC(Me)CH(Ph)]Cl [R1 = c-C6H11 (8a), t-Bu (8b), C6H4-2-Me (8c), C6H4-4-Me (8d)] has also been prepared by reduction of CpTiCl3 with magnesium in the presence of the 1-aza-1,3-dienes

  新颖的深绿色或紫色和空气敏感的1-氮杂-1,3-二烯钛茂金属配合物Cp 2 Ti [N（R 1）CH C（R 2）CH（Ph）] [R 1 = t -Bu，R 2 = H（7a）; R 1＝ C 6 H 4 -4-Me，R 2＝ H（7b）；R 2＝ H（7b）。R 1 = cC 6 H 11，R 2 = Me（7c）]是通过将1-氮杂-1,3-二烯1a - c与钛茂金属“ Cp 2 ”络合制备的通过用镁还原Cp 2 TiCl 2原位生成“ Ti” 。7c的固态结构显示弯曲的叠氮环，其折叠角为130.9（4）°。一系列的缺电子14E -1-氮杂-1,3-二烯钛络合物的CpTI [N（R 1）CH C（Me）的CH（PH）]氯[R 1 = CC 6 H ^ 11（图8a），吨-还通过还原CpTiCl 3制备了Bu（8b），C 6 H 4 -2-Me（8c），C 6 H 4 -4-Me（8d）]。在1-氮杂-1
• Chitosan: a highly efficient renewable and recoverable bio-polymer catalyst for the expeditious synthesis of α-amino nitriles and imines under mild conditions
  作者：Mohammad G. Dekamin、Mojtaba Azimoshan、Leila Ramezani

  DOI：10.1039/c3gc36901c

  日期：——

  Bronsted or Lewis acid centers – was found to be a highly efficient renewable and recoverable bio-polymer catalyst for the rapid and convenient synthesis of α-amino nitriles or imines from aromatic aldehydes and amines under mild reaction conditions at room temperature in high to quantitative yields. The α-amino nitrile derivatives were prepared through the Strecker reaction using trimethylsilyl cyanide

  商业的 壳聚糖 –未经任何活性的Bronsted或Lewis酸中心的后修饰–被发现是一种高效的可再生和可回收的生物聚合物 催化剂 用于快速方便地合成α-氨基 腈 或者 亚胺 来自芳香族 醛类 和 胺类在室温下在温和的反应条件下以高产率至定量产率。α-氨基腈衍生物是通过Strecker反应使用三甲基甲硅烷基氰化物 （TMSCN）并由 壳聚糖 作为非均相双功能有机催化剂。
• A Novel Uncatalyzed Insertion Reaction of In Situ Formed Trichlorosilyl Cyanide with Imines: A Facile Silicon Mediated Synthesis of α-Aminonitriles
  作者：Abdel-Aziz S. El-Ahl

  DOI：10.1081/scc-120016363

  日期：2003.1.4

  Abstract The tetrachlorosilane-potassium cyanide reagent combination, (trichloro-silyl cyanide-in situ) is a new, safe and versatile hydrogen cyanide substitute. The reaction of this reagent with saturated aldimines 1a–j and benzophenone oxime 3, in absences of any catalyst, affords the corresponding α-aminonitriles 2a–j and 4, respectively, in excellent yield. Under the same condition the bis-imine

  摘要 四氯硅烷-氰化钾试剂组合（原位三氯硅烷）是一种新型、安全且通用的氰化氢替代品。该试剂与饱和醛亚胺 1a-j 和二苯甲酮肟 3 反应，在没有任何催化剂的情况下，分别以极好的收率得到相应的 α-氨基腈 2a-j 和 4。在相同条件下，双亚胺 5 生成咪唑并 [1,2-a] 喹喔啉衍生物 6。此外，三氯甲硅烷基氰化物原位经过区域特异性加成到 α, β-不饱和醛亚胺 7a-e 上，得到相应的 1,2 - 在极其温和的条件下，高产率的加成产物 8a-e。