VERFAHREN ZUR HERSTELLUNG VON (4-HALOGEN-2,6-DIALKYLPHENYL)MALONONITRILEN

    公开(公告)号:WO2018210616A1

    公开(公告)日:2018-11-22

    申请号:PCT/EP2018/061800

    申请日:2018-05-08

    IPC分类号: C07F15/00 C07C253/30

    摘要: Die Erfindung betrifft ein Verfahren zur Herstellung von (4-Halogen-2,6-dialkylphenyl)malononitrilen der Formel (I) durch Umsetzung von Bromaromaten der Formel (II) mit Malononitril in Gegenwart einer Base, einer Palladiumverbindung und eines Phosphinliganden, wobei in einem ersten Verfahrensschritt zunächst nur Malononitril und die Base miteinander umgesetzt werden und anschließend in einem zweiten Verfahrensschritt gegebenenfalls entstandenes Reaktionswasser gemeinsam mit einem Teil des Lösungs- und Verdünnungsmittels abdestilliert wird, bevor im dritten Verfahrensschritt der Bromaromat der Formel (II), der Palladiumkatalysator und der Phosphinligand hinzugegeben werden. Außerdem betrifft die Erfindung neue (4-Halogen-2,6-dialkylphenyl)malononitrile der Formel (I) und einen neuen Palladiumkomplex der Formel (III) und seine Verwendung als Katalysator.

    AN IMPROVED AND ECO-FRIENDLY PROCESS FOR THE PREPARATION OF 2-CHLORENBENZYLIDENE MALONONITRILE (CS)
    9.
    发明申请
    AN IMPROVED AND ECO-FRIENDLY PROCESS FOR THE PREPARATION OF 2-CHLORENBENZYLIDENE MALONONITRILE (CS) 审中-公开
    改进和生物友好的制备2-氯苯二醛马来酸酐(CS)的方法

    公开(公告)号:WO2005108350A1

    公开(公告)日:2005-11-17

    申请号:PCT/IN2005/000105

    申请日:2005-04-07

    IPC分类号: C07C255/34

    CPC分类号: C07C253/30 C07C255/35

    摘要: An improved process for he preparation of 2-chlorobenzylidenemalononitrile (CS) comprising of the steps of: preparing malononitrile suspension by adding 5-20% (wt%) preferably 12-14% malononitrile to water while constantly stirring and then adding 0.05-0.5% (v/v) preferably 0.1-0 % of a catalyst like píperidine, pyridine, 2-picoline, 3-picoline, 4-picoline - or morpholine preferably piperidine piperidine with constant stirring at 20-30°C; condensing the malononitrile suspension prepared in step (a) with 2-chlorobenzaldehyde by adding 10-15% (w/v) preferably 25-30%, of 2-chlorobenzaldehyde cover a period at 30-45 minutes so that the temperature of the reaction mixture remains below 50°C, constantly stirring for 20-40 minutes, then filtering the CS and drying it at 20-30°C under water vacuum for 3-5 hrs.

    摘要翻译: 一种改进的制备2-氯亚苄基壬二腈(CS)的方法,包括以下步骤:通过在持续搅拌下向水中加入5-20%(重量),优选12-14%丙二腈制备丙二腈悬浮液,然后加入0.05-0.5% (v / v)优选0.1-0%的催化剂如哌啶,吡啶,2-甲基吡啶,3-甲基吡啶,4-甲基吡啶或吗啉,优选哌啶哌啶,在20-30℃下不断搅拌; 将步骤(a)中制备的丙二腈悬浮液与2-氯苯甲醛缩合,在30-45分钟内加入10-15%(w / v),优选25-30%的2-氯苯甲醛,使反应温度 混合物保持在50℃以下,持续搅拌20-40分钟,然后过滤CS并在20-30℃下在水中真空干燥3-5小时。

    COPPER-CATALYZED FORMATION OF CARBON-HETEROATOM AND CARBON-CARBON BONDS
    10.
    发明申请
    COPPER-CATALYZED FORMATION OF CARBON-HETEROATOM AND CARBON-CARBON BONDS 审中-公开
    铜 - 碳杂原子和碳 - 碳键的铜催化生成

    公开(公告)号:WO2004013094A2

    公开(公告)日:2004-02-12

    申请号:PCT/US2003/023924

    申请日:2003-07-31

    IPC分类号: C07D

    摘要: One aspect of the present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-sulfur bond between the sulfur atom of a thiol moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper(II)-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-carbon bond between the carbon atom of cyanide ion and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In another embodiment, the present invention relates to a copper-catalyzed method of transforming and aryl, heteroaryl, or vinyl iodide. Yet another embodiment of the present invention relates to a tandem method, which may be practiced in a single reaction vessel, wherein the first step of the method involves the copper-catalyzed formation of an aryl, heteroaryl, or vinyl iodide from the corresponding aryl, heteroaryl, or vinyl chloride or bromide; and the second step of the method involves the copper-catalyzed formation of an aryl, heteroaryl, or vinyl nitrile, amide or sulfide from the aryl, heteroaryl, or vinyl iodide formed in the first step.

    摘要翻译: 本发明的一个方面涉及铜催化的碳 - 杂原子和碳 - 碳键形成方法。 在某些实施方案中,本发明涉及在硫醇部分的硫原子与芳基,杂芳基或乙烯基卤化物或磺酸盐的活性碳之间形成碳 - 硫键的铜催化方法。 在其它实施方案中,本发明涉及在酰胺的氮原子与芳基,杂芳基或乙烯基卤化物或磺酸盐的活性碳之间形成碳 - 氮键的铜(II)催化方法。 在某些实施方案中,本发明涉及在氰化物离子的碳原子和芳基,杂芳基或乙烯基卤化物或磺酸盐的活性碳之间形成碳 - 碳键的铜催化方法。 在另一个实施方案中,本发明涉及转化铜和芳基,杂芳基或乙烯基碘的铜催化方法。 本发明的另一个实施方案涉及串联方法,其可以在单个反应容器中实施,其中该方法的第一步包括由相应的芳基铜催化形成芳基,杂芳基或乙烯基碘, 杂芳基或氯乙烯或溴乙烯; 该方法的第二步包括由第一步中形成的芳基,杂芳基或乙烯基碘化物铜催化形成芳基,杂芳基或乙烯基腈,酰胺或硫化物。