CAS: 306-44-5; 2-Oxopropanal Oxime

该化合物是一种多功能有机化合物,其特征是附于丙酮主干体的异氮质功能组(-N=O),它是有机合成中有价值的中间体,特别是在准备三环化合物和药品方面.它的活性异氮素运动使得易腐凝结反应成为了易变的凝结反应,从而有利于构建含氮框架.该化合物还被用于协调化学,因为它具有切热金属离子的能力. 异氮质素在受控条件下的稳定性及其在促进选择性变换方面的作用凸显了其在研究和工业应用中的效用. 正确处理因其潜在的再活动而值得注意.

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合成工艺路线路线简述

  • 合成目标产物 (E)-2-Oxopropanal Oxime 主要起始原料 Ethyl Acetoacetate
  • (文献来源)合成步骤主要原料 Ethyl Acetoacetate
📜丙酮醛置于吡啶,盐酸羟胺,对甲苯磺酸体系中,化学反应 15.0H,反应生成2-氧代丙醛-1-肟
参考文献:水辅助氧化腈环加成反应:异恶唑的合成以及异恶唑啉和1,2,4-恶二唑的立体选择性合成
标题:水辅助氧化腈环加成反应:异恶唑的合成以及异恶唑啉和1,2,4-恶二唑的立体选择性合成
摘要:常规方法是在碱性条件下由有机溶剂中的肟卤化物生成腈氧化物.但是,目前的工作表明,在弱酸性条件下(ph值为4-5)会进行水辅助生成的腈氧化物.在不使用催化剂的情况下,腈类化合物与炔烃和烯烃的环加成反应很容易在水中发生,因此分别制得异恶唑和异恶唑啉,对五元和六元环状烯烃具有出色的立体选择性.还实现了两个单元的腈与环己烯的双立体选择性环加成反应,从而得到具有独特的异恶唑啉-恶二唑骨架的1,2,4-恶二唑衍生物.从具有环应变的单萜制备对映体纯的异恶唑啉.在一种情况下,仅制备了蝴蝶状结构的异恶唑啉,
Doi:10.1002/anie.201511730

海关参考信息

专利信息


专利号:US-4866175-A
优先权日:1966-11-08
标 题 :Novel process for the synthesis of quinoxaline and benzimidazole-N-oxides
发明人:ISSIDORIDES COSTAS H; HADDADIN MAKHLUF J
权利人:RESEARCH CORP
摘要:The synthesis of quinoxaline and benzimidazole-N-oxides and of ester amd amide derivatives of 3-hydroxy-2-quinoxalinecarboxylic acid by a movel process consisting of the reaction between a benzofuroxan and an activated methylene-containing compound under basic conditions.

专利号:RU-1770322-C
优先权日:1988-09-16
标 题:2,2-dialkyl-2h-imidazole-1-oxides as intermediate compounds for synthesis of stable imidazoline radicals and a method of its synthesis

专利号:US-4343942-A
优先权日:1966-11-08
标题:Quinoxaline derivatives
发明人:ISSIDORIDES COSTAS H; HADDADIN MAKHLUF J
权利人:RESEARCH CORP
摘要:The synthesis of quinoxaline and benzimidazole-N-oxides and of ester and amide derivatives of 3-hydroxy-2-quinoxalinecarboxylic acid by a novel process consisting of the reaction between a benzofuroxan and an activated methylene-containing compound under basic conditions.

专利号:EP-0122479-A1
优先权日:1983-03-18
标 题:3-Chloro-1,1-dialkoxy-acetones and process for their preparation
发明人:PETERSEN HERMANN DR DIPL-CHEM; DEINHAMMER WOLFGANG DR DIPL-IN
权利人:WACKER CHEMIE GMBH
摘要:The invention relates to 3-chloro-1, 1-dialkoxy-acetones of the formula where R is alkyl radicals having 1 to 5 carbon atoms, which, because of their functional groups, are valuable intermediates, in particular for the synthesis of folic acid derivatives. These compounds can be obtained by reacting mixtures of 3-chloro-1-hydroxyimino-acetone and an alkanol with alkyl nitrites in the presence of an inorganic electron pair acceptor, such as hydrogen chloride, at temperatures in the range from -25 ° C to + 60 ° C and purification of the crude products thus obtained by distillation under reduced pressure. 3-Chloro-1-hydroxyiminoacetone, which was obtained immediately before use by reacting 4-chloroacetoacetic acid with sodium nitrite in aqueous solution and subsequent extraction with an organic solvent, as well as alkanols and alkyl nitrites, each having identical alkyl radicals, can be used as reactants Contain 1 to 5 carbon atoms can be used. The compounds that can be produced in this way are stable at room temperature and can be stored for a long time without any tendency to decompose.

专利号:US-5612468-A
优先权日:1994-05-18
标题:Pteridine nucletide analogs as fluorescent DNA probes
发明人:HAWKINS MARY E; PFLEIDERER WOLFGANG; DAVIS MICHAEL D; BALIS FRANK
权利人:US HEALTH
摘要:The invention provides novel pteridine nucleotides which are highly fluorescent under physiological conditions and which may be used in the chemical synthesis of fluorescent oligonucleotides. The invention further provides for fluorescent oligonucleotides comprising one or more pteridine nucleotides. In addition the invention provides for pteridine nucleotide triphosphates which may be used as the constituent monomers in DNA amplification procedures.

专利号:CN-101074214-A
优先权日:2007-06-21
标 题:Synthesis of antibiotics N,N-oxazoline dioxide-2-methanal hydrazone compound

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合成参考文献


摘要:Mérour, J.-Y.; Joseph, B., Science of Synthesis Knowledge Updates, (2017) 1, 303.
摘要:Sato, N., Science of Synthesis Knowledge Updates, (2011) 4, 268.
摘要:Vashchenko, B. V.; Grygorenko, O. O., Science of Synthesis Knowledge Updates, (2021) 3, 402.
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