α-(3,4-dichlorophenyl)-4-morpholineacetonitrile | 66549-47-1

• 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-(3,4-dichlorophenyl)-4-morpholineacetonitrile
• 英文别名: (3,4-dichloro-phenyl)-morpholin-4-yl-acetonitrile；α-(3,4-Dichlorphenyl)morpholinoacetonitril；2-(3,4-Dichlorophenyl)-2-(morpholin-4-yl)acetonitrile；2-(3,4-dichlorophenyl)-2-morpholin-4-ylacetonitrile
• CAS: 66549-47-1
• 化学式: C₁₂H₁₂Cl₂N₂O
• mdl: MFCD12064664
• 分子量: 271.146
• InChiKey: DBRNQEMYPUOCCJ-UHFFFAOYSA-N

物化性质

• 熔点：
  62-64 °C
• 沸点：
  366.9±42.0 °C(Predicted)
• 密度：
  1.346±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-(3,4-dichlorophenyl)-4-morpholineacetonitrile 在 sodium hydride 、 copper(II) sulfate 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.5h， 生成 1-(3,4-二氯苯基)-1,3-丁二酮
  参考文献：
  名称：

  Propargyl Bromide as an Excellent α-Bromoacetone Equivalent:  Convenient and New Route to α-Aroylacetones

  摘要：

  A variety of alpha-aroylacetones 4a-g have been prepared in excellent yields following a new protocol wherein alpha-aminonitriles la-g as the aryl acyl anion equivalents readily react with propargyl bromide as the alpha-bromoacetone equivalent. The alkylated product undergoes one-pot unmasking of the keto functionality along with Markovnikov's hydration of the terminal alkyne with CuSO(4)center dot 5H(2)O in aqueous methanol at 60 degrees C to furnish the desired target in excellent isolated yields.

  DOI：

  10.1021/jo051538w
• 作为产物：
  描述：

  [2-(3,4-dichlorophenyl)-2-morpholin-4-ylethenylidene]azanide 生成 α-(3,4-dichlorophenyl)-4-morpholineacetonitrile
  参考文献：
  名称：

  BORDWELL, F. G.;BAUSCH, MARK J.;CHENG, JIN-PEI;CRIPE, THONAS H.;LYNCH, TS+, J. ORG. CHEM., 55,(1990) N, C. 58-63

  摘要：

  DOI：

文献信息

• Substituted thio-substituted benzyl-propionyl-L-prolines
  申请人：American Cyanamid Company

  公开号：US04226775A1

  公开（公告）日：1980-10-07

  This disclosure describes novel substituted .omega.-aroyl(propionyl or butyryl)-L-prolines and the esters and cationic salts thereof which are useful as hypotensive agents in mammals.

  这份披露描述了新型的取代的ω-芳酰基（丙酰基或丁酰基）-L-脯氨酸及其酯和阳离子盐，它们在哺乳动物中作为降血压剂是有用的。
• Synthesis of 3-Arylisocoumarins by Using Acyl Anion Chemistry and Synthesis of Thunberginol A and Cajanolactone A
  作者：Kasireddy Sudarshan、Manash Kumar Manna、Indrapal Singh Aidhen

  DOI：10.1002/ejoc.201403524

  日期：2015.3

  new strategy for the synthesis of 3-arylisocoumarins and 8-hydroxy-3-arylisocoumarins was investigated by using acyl anion chemistry for the initial C–C bond formation. The obtained keto esters and keto lactones as intermediates underwent based-promoted intramolecular cyclization to afford 3-arylisocoumarins in good yields. The developed methodology was applied for the synthesis of the important natural

  3-芳基异香豆素和8-羟基-3-芳基异香豆素的合成新策略通过使用酰基阴离子化学进行初始C-C键形成研究。得到的酮酯和酮内酯作为中间体进行基于促进的分子内环化，以良好的产率得到3-芳基异香豆素。所开发的方法用于合成重要的天然产物 thunberginol A 和 cajanolactone A。
• A Defunctionalization Concept for the Convenient Synthesis of Bis(5-arylfuran-2-yl)methane Scaffolds
  作者：Praveen Kumar Tiwari、Tufan Mukhopadhyay、Indrapal Singh Aidhen

  DOI：10.1002/ejoc.201301319

  日期：2013.12

  The bis(5-arylfuran-2-yl)methane framework has been obtained through defunctionalization of aryl ketones, derived from abundantly available L-(+)-tartaric acid, under the influence of acid. The stereocomponents present in these starting aryl ketones have been found to be insignificant for this transformation.

  双(5-芳基呋喃-2-基)甲烷骨架是通过芳基酮的去官能化获得的，芳基酮衍生自大量可用的L-(+)-酒石酸，在酸的影响下。已经发现这些起始芳基酮中存在的立体组分对于这种转化是微不足道的。
• Synthesis and anxiolytic activity of 6-(substituted-phenyl)-1,2,4-triazolo[4,3-b]pyridazines
  作者：J. D. Albright、D. B. Moran、W. B. Wright、J. B. Collins、B. Beer、A. S. Lippa、E. N. Greenblatt

  DOI：10.1021/jm00137a020

  日期：1981.5

  The synthesis of a series of 6-(substituted-phenyl)-1,2,4-triazolo[4,3-b]pyridazines (VIII) is reported. Some of these derivatives show activity in tests predictive of anxiolytic activity [(a) protection against pentylenetetrazole-induced convulsions; (b) thirsty rat conflict procedure]. They also represent a new class of compound which inhibits [3H]diazepam binding. Structure--activity correlations

  报道了一系列6-（取代的苯基）-1，2，4-三唑并[4，3-b]哒嗪（VIII）的合成。这些衍生物中的一些在预测抗焦虑活性的试验中显示出活性[（a）防止戊四唑诱发的惊厥；（b）口渴的老鼠冲突程序]。它们也代表了抑制[3H]地西p结合的一类新化合物。讨论了结构-活性的相关性，以及结构VIII抑制[3H]地西ze结合的能力（体外）。
• Substituted phenyl-1,2,4-triazolo[2,3-b]pyridazin-3(2H)ones as
  申请人：American Cyanamid Company

  公开号：US04515791A1

  公开（公告）日：1985-05-07

  Substituted phenyl-1,2,4-triazolo[4,3-b]pyridazin-3(2H)-ones, useful as anti-asthma agents.

  替代苯基-1,2,4-三唑并[4,3-b]吡啶嗪-3(2H)-酮，用作抗哮喘药剂。