α-Nitroso-ethyl-benzol | 15762-23-9

• 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: α-Nitroso-ethyl-benzol
• 英文别名: (1-Nitrosoethyl)benzene；1-nitrosoethylbenzene
• CAS: 15762-23-9
• 化学式: C₈H₉NO
• 分子量: 135.166
• InChiKey: DKCIKFUVZULJCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  180.6±19.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  生成 1-phenylethanenitrile 、 α-Nitroso-ethyl-benzol
  参考文献：
  名称：

  O中心自由基在芳香族受体上的 快速选择性螺环化†

  摘要：

  通过苄基肟碳酸酯的敏化光解产生取代的苄氧基羰基氧基。EPR光谱表明它们响仅通过关闭螺-cyclisation到本位芳环的-C-原子。在270 K以上，烷氧基羰基氧基与CO 2和苄氧基自由基的β断裂竞争越来越激烈，并逐渐占主导地位。通过稳态动力学EPR方法获得O中心自由基向芳族化合物的螺环化的第一速率参数。环的五氟取代大大降低了螺环化率。螺旋的激活壁垒DFT计算得出的环化数约为替代邻环化数的一半。对TS结构的考虑表明，螺环封闭期间，氧SOMO与芳族π系统更好的重叠导致螺环取代邻环化。

  DOI：

  10.1039/c3sc50500f

文献信息

• Insecticidal derivatives of substituted aminoheterocycles
  申请人：Bayer CropScience AG

  公开号：EP1982595A1

  公开（公告）日：2008-10-22

  The present invention relates to compounds of formula (I), to processes for their preparation and to their use for controlling animal pests, especially arthropods, in particular insects. wherein Q is selected from:

  本发明涉及公式（I）的化合物，以及其制备过程和用于控制动物害虫，特别是节肢动物，特别是昆虫的用途。其中Q从中选择：
• [EN] METHOD OF MAKING A BENZYLPROPANAMINE<br/>[FR] PROCEDE DE PRODUCTION D'UNE BENZYLPROPANAMINE
  申请人：NSP PHARMACEUTICALS, INC.

  公开号：WO1996002492A1

  公开（公告）日：1996-02-01

  (EN) A method of making (R)-N-[1-(3-methoxyphenyl)ethyl]-3-(2-chlorobenzene)propanamine which involves reducing the appropriate amidyl or iminyl precursor with an appropriate reducing agent. The appropriate amidyl or iminyl precursor is made from a synthesis involving the use of (R)-3-methoxy-$g(a)-methylbenzylamine. A method of condensing a nitrile with a primary or secondary amine to form an imine involves the reaction of a nitrile with diisobutylaluminum hydride; and then reacting the resultant compound with a primary or secondary amine to form the imine. The process is especially useful for producing enantiomerically pure chiral imines, and, ultimately, amines. Typical such imines have formula (1) wherein R, R1, R2 and R3 are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, aryl and aralkyl.(FR) L'invention concerne un procédé de production de (R)-N-[1-(3-méthoxyphényl)éthyl]-3-(2-chlorobenzène)propanamine qui fait appel à la réduction du précurseur amidyle ou iminyle approprié avec un agent de réduction approprié. Le précurseur amidyle ou iminyle approprié est obtenu par synthèse, au moyen de (R)-3-méthoxy-$g(a)-méthylbenzylamine. Un procédé de condensation d'un nitrile avec une amide primaire ou secondaire, pour former une imine, consiste à faire réagir un nitrile avec de l'hydrure de diisobutylaluminium, puis à faire réagir le composé ainsi obtenu avec une amine primaire ou secondaire pour former l'imine désirée. On fait particulièrement appel à ce procédé pour produire des imines énantiomériquement pures, et, finalement, des amines. Des amines de ce type répondent à la formule (1), dans laquelle R, R1, R2 et R3 sont choisis, indépendamment, dans le groupe comprenant hydrogène, alkyle substitué ou non substitué, aryle et aralkyle.

  一种制备(R)-N-[1-(3-甲氧基苯基)乙基]-3-(2-氯苯基)丙胺的方法，涉及使用适当的还原剂还原适当的酰胺或亚胺前体。适当的酰胺或亚胺前体是通过使用(R)-3-甲氧基-$g(a)-甲基苯乙胺进行合成而得到的。一种将腈与一级或二级胺缩合成亚胺的方法涉及将腈与二异丁基铝氢化物反应；然后将所得化合物与一级或二级胺反应以形成亚胺。该过程特别适用于生产对映纯的手性亚胺，最终形成胺。典型的此类亚胺的化学式为(1)，其中R、R1、R2和R3分别选自氢、取代或未取代的烷基、芳基和芳烷基。
• Processes for production of alpha-aminooxyketones and alpha-hydroxyketones
  申请人：Saito Susumu

  公开号：US20070055081A1

  公开（公告）日：2007-03-08

  The present invention provides a method for easily obtaining α-aminooxyketone compound which is a synthetic equivalent for monosaccharide and pentoses, and a equivalent of α-hydroxyketone compound that can be synthetic intermediates of various physiologically active materials, in high yield; to pave the way for the synthesis of monosaccharide and furthermore of oligosaccharide from the resulting α-hydroxyketone compound induced from α-aminooxyketone compound; and to open new possibilities for the synthesis of various sugar medicines such as anticancer agents, antithrombogenic agents, anti-viral agents, anti-HIV agents, inhibitors of cholesterol synthesis, verotoxin neutralizing agents. According to the invention, a carbonyl compound is allowed to react with a nitroso compound to produce an α-aminooxyketone compound using a catalyst containing a heterocyclic compound shown in the general formula (I) (wherein X1, X2 and X3 independently represent nitrogen, carbon, oxygen or sulfur; and Z represents a substituted or unsubstituted 5- to 10-membered ring).

  本发明提供了一种方法，以高产率轻松获得α-氨氧酮化合物，该化合物是单糖和戊糖的合成等效物，以及α-羟基酮化合物的等效物，可用作各种生理活性物质的合成中间体，为从α-氨氧酮化合物诱导的α-羟基酮化合物合成单糖并进一步合成寡糖铺平道路，并为合成各种糖类药物如抗癌剂、抗凝血剂、抗病毒剂、抗HIV剂、胆固醇合成抑制剂、痢疾毒素中和剂开辟新的可能性。根据本发明，允许羰基化合物与亚硝基化合物反应，使用包含在一般式（I）中的杂环化合物的催化剂（其中X1、X2和X3独立地表示氮、碳、氧或硫；Z表示取代或未取代的5至10元环）。
• Process of making alpha-aminooxyketone/alpha-aminooxyaldehyde and alpha-hydroxyketone/alpha-hydroxyaldehyde compounds and a process making reaction products from cyclic alpha,beta-unsaturated ketone substrates and nitroso substrates
  申请人：Momiyama Norie

  公开号：US20070037973A1

  公开（公告）日：2007-02-15

  The present invention is directed to a process of making α-aminooxyketone and α-hydroxyketone compounds. The synthetic pathway generally involves reacting an aldehyde or ketone substrate and a nitroso substrate in the presence of a catalyst of the formula (IV): wherein X a —X c represent independently nitrogen, carbon, oxygen or sulfur and Z represents a 4 to 10-membered ring with or without a substituent and optionally a further step to convert the α-aminooxyketone compound formed to the α-hydroxyketone compound. The present invention results in α-aminooxyketone and α-hydroxyketone compounds with high enantioselectivity and high purity. The present invention is also directed to a catalytic asymmetric O-nitroso Aldol/Michael reaction. The substrates of this reaction are generally cyclic α,β-unsaturated ketone substrate and a nitroso substrate. This methodology generally involves reacting the cyclic α,β-unsaturated ketone substrate and the nitroso substrate in the presence of a proline-based catalyst, to provide a heterocyclic product.

  本发明涉及一种制备α-氨氧基酮和α-羟基酮化合物的方法。合成途径通常涉及在催化剂存在下反应醛或酮底物和亚硝基底物，所述催化剂的公式为（IV）：其中Xa-Xc分别独立表示氮、碳、氧或硫，Z表示具有或不具有取代基的4到10个成员环，并可选择进一步步骤将形成的α-氨氧基酮化合物转化为α-羟基酮化合物。本发明的结果是具有高对映选择性和高纯度的α-氨氧基酮和α-羟基酮化合物。本发明还涉及一种催化不对称O-亚硝基Aldol/Michael反应。该反应的底物通常为环状α,β-不饱和酮底物和亚硝基底物。该方法通常涉及在脯氨酸基催化剂存在下反应环状α,β-不饱和酮底物和亚硝基底物，以提供杂环产物。
• PROCESS OF MAKING ALPHA-AMINOOXYKETONE/ALPHA-AMINOOXYALDEHYDE AND ALPHA-HYDROXYKETONE/ALPHA-HYDROXYALDEHYDE COMPOUNDS AND A PROCESS MAKING REACTION PRODUCTS FROM CYCLIC ALPHA, BETA-UNSATURATED KETONE SUBSTRATES AND NITROSO SUBSTRATES
  申请人：Momiyama Norie

  公开号：US20100099915A1

  公开（公告）日：2010-04-22

  The present invention is directed to a process of making α-aminooxyketone and α-hydroxyketone compounds. The synthetic pathway generally involves reacting an aldehyde or ketone substrate and a nitroso substrate in the presence of a catalyst of the formula (IV): wherein X a —X c represent independently nitrogen, carbon, oxygen or sulfur and Z represents a 4 to 10-membered ring with or without a substituent and optionally a further step to convert the α-aminooxyketone compound formed to the α-hydroxyketone compound. The present invention results in α-aminooxyketone and α-hydroxyketone compounds with high enantioselectivity and high purity. The present invention is also directed to a catalytic asymmetric O-nitroso Aldol/Michael reaction. The substrates of this reaction are generally cyclic α,β-unsaturated ketone substrate and a nitroso substrate. This methodology generally involves reacting the cyclic α,β-unsaturated ketone substrate and the nitroso substrate in the presence of a proline-based catalyst, to provide a heterocyclic product.

  本发明涉及一种制备α-氨氧酮和α-羟基酮化合物的过程。合成路径通常涉及在催化剂的存在下反应醛或酮底物和亚硝基底物，催化剂的公式为（IV）：其中Xa-Xc代表独立的氮、碳、氧或硫，Z代表具有或不具有取代基的4到10个成员环，并可选择进一步步骤将形成的α-氨氧酮化合物转化为α-羟基酮化合物。本发明产生了具有高对映选择性和高纯度的α-氨氧酮和α-羟基酮化合物。本发明还涉及一种催化不对称O-亚硝基Aldol/Michael反应。该反应的底物通常是环状α，β-不饱和酮底物和亚硝基底物。该方法通常涉及在脯氨酸基催化剂的存在下反应环状α，β-不饱和酮底物和亚硝基底物，以提供杂环产物。