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    • 3. 发明授权
    • Process for the production of cyclopropane derivatives
    • 制备环丙烷衍生物的方法
    • US08497384B2
    • 2013-07-30
    • US13129213
    • 2009-11-12
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • C07D333/78
    • C07B37/10C07D333/78Y02P20/582
    • A process for the preparation of a cyclopropane derivative of Formula (I), by reacting an olefin of Formula (II), with a carbene of the formula:CR1R2, in a reaction vessel, optionally in the presence of a solvent, wherein, R1 and R2 are each independently hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R7 or —NR82; R3, R4, R5 and R6 are each independently hydrogen, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, aryl, aryloxy, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R9, —NR102, —SR11, —S(O)R11, or —SO2R11, or R3 and R6 are as defined above and R4 and R5 together form a ring, which ring is carbocyclyl, heterocyclyl, aromatic or heteroaromatic; R7 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy, heteroaryl or —NR102; R8 is hydrogen, C1-C6 alkyl, C1-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; R9 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy or heteroaryl; R10 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl, heterocyclyl or C(O)R12; R11 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; and R12 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, or aryloxy, in the presence of copper metal or copper oxide, wherein the process is a continuous process.
    • 一种制备式(I)的环丙烷衍生物的方法,通过使式(II)的烯烃与式CR1R2的卡宾反应在反应容器中,任选地在溶剂存在下,其中R 1 C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,杂环基,碳环基,杂环基,-C(O)R 7或-NR 82; R3,R4,R5和R6各自独立地为氢,C1-C6烷基,C1-C6烷氧基,C2-C6烯基,芳基,芳氧基,杂芳基,杂环基,碳环基,杂环基,-C(O)R9,-NR102, SR11,-S(O)R11或-SO2R11,或R3和R6如上定义,R4和R5一起形成环,该环是碳环基,杂环基,芳族或杂芳族; R 7是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基,芳氧基,杂芳基或-NR 102; R 8是氢,C 1 -C 6烷基,C 1 -C 6烯基,芳基,杂芳基,碳环基或杂环基; R9是氢,羟基,C1-C6烷基,C1-C6烷氧基,芳基,芳氧基或杂芳基; R 10是氢,C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,碳环基,杂环基或C(O)R 12; R11是氢,C1-C6烷基,C2-C6烯基,芳基,杂芳基,碳环基或杂环基; 并且在铜金属或氧化铜的存在下,R 12是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基或芳氧基,其中该方法是连续方法。
    • 4. 发明申请
    • PROCESS FOR THE PRODUCTION OF CYCLOPROPANE DERIVATIVES
    • 生产环丙基衍生物的方法
    • US20110301359A1
    • 2011-12-08
    • US13129213
    • 2009-11-12
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • Mehul ThathagarPeter PoechlauerSascha Braune
    • C07D333/78
    • C07B37/10C07D333/78Y02P20/582
    • A process for the preparation of a cyclopropane derivative of Formula (I), by reacting an olefin of Formula (II), with a carbene of the formula: CR1R2, in a reaction vessel, optionally in the presence of a solvent, wherein, R1 and R2 are each independently hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R7 or —NR82; R3, R4, R5 and R6 are each independently hydrogen, C1-C6 alkyl, C1-C6 alkoxy, C2-C6 alkenyl, aryl, aryloxy, heteroaryl, heterocyclyl, carbocyclyl, heterocyclyl, —C(O)R9, —NR102, —SR11, —S(O)R11, or —SO2R11, or R3 and R6 are as defined above and R4 and R5 together form a ring, which ring is carbocyclyl, heterocyclyl, aromatic or heteroaromatic; R7 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy, heteroaryl or —NR102; R8 is hydrogen, C1-C6 alkyl, C1-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; R9 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, aryloxy or heteroaryl; R10 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl, heterocyclyl or C(O)R12; R11 is hydrogen, C1-C6 alkyl, C2-C6 alkenyl, aryl, heteroaryl, carbocyclyl or heterocyclyl; and R12 is hydrogen, hydroxy, C1-C6 alkyl, C1-C6 alkoxy, aryl, or aryloxy, in the presence of copper metal or copper oxide, wherein the process is a continuous process.
    • 一种制备式(I)的环丙烷衍生物的方法,通过使式(II)的烯烃与式CR1R2的卡宾反应在反应容器中,任选地在溶剂存在下,其中R 1 C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,杂环基,碳环基,杂环基,-C(O)R 7或-NR 82; R3,R4,R5和R6各自独立地为氢,C1-C6烷基,C1-C6烷氧基,C2-C6烯基,芳基,芳氧基,杂芳基,杂环基,碳环基,杂环基,-C(O)R9,-NR102, SR11,-S(O)R11或-SO2R11,或R3和R6如上定义,R4和R5一起形成环,该环是碳环基,杂环基,芳族或杂芳族; R 7是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基,芳氧基,杂芳基或-NR 102; R 8是氢,C 1 -C 6烷基,C 1 -C 6烯基,芳基,杂芳基,碳环基或杂环基; R9是氢,羟基,C1-C6烷基,C1-C6烷氧基,芳基,芳氧基或杂芳基; R 10是氢,C 1 -C 6烷基,C 2 -C 6烯基,芳基,杂芳基,碳环基,杂环基或C(O)R 12; R11是氢,C1-C6烷基,C2-C6烯基,芳基,杂芳基,碳环基或杂环基; 并且在铜金属或氧化铜的存在下,R 12是氢,羟基,C 1 -C 6烷基,C 1 -C 6烷氧基,芳基或芳氧基,其中该方法是连续方法。
    • 8. 发明申请
    • PROCESS FOR WORKING UP DIACETONE ACRYLAMIDE SOLUTIONS FOR THE PREPARATION OF PURE DIACETONE ACRYLAMIDE
    • 用于制备纯二胺丙烯酰胺的二胺酮丙烯酰胺溶液的方法
    • US20100217042A1
    • 2010-08-26
    • US12597960
    • 2008-05-08
    • Sascha BrauneBernhard HolubChristoph Huber
    • Sascha BrauneBernhard HolubChristoph Huber
    • C07C231/06
    • C07C231/24C07C231/06C07C231/22C07C233/31
    • Improved process for working up diacetone acrylamide solutions, obtained by reaction of acetone or diacetone alcohol with acrylonitrile and sulfuric acid and subsequent dilution and neutralization, in which a) the organic phase obtained subsequent to the neutralization, which comprises the crude diacetone acrylamide, is hydrolyzed by addition of an aqueous alkaline solution in order to remove acrylamide, then b) after phase separation has been carried out, the organic phase, which comprises the crude diacetone acrylamide, is neutralized by addition of an acid, and c) in succession, low-boiling-point byproducts are removed by distillation in the presence of one or more polymerization inhibitors, then t-butylacrylamide is removed by distillation and, finally, the diacetone acrylamide is isolated by product distillation, and d) the diacetone acrylamide thus obtained is converted into its final form
    • 通过丙酮或双丙酮醇与丙烯腈和硫酸反应得到的丙酮丙烯酰胺溶液的改进方法,随后的稀释和中和,其中a)包含粗双丙酮丙烯酰胺的中和后获得的有机相被水解 通过加入碱性水溶液以除去丙烯酰胺,然后b)进行相分离后,通过加入酸中和含有粗双丙酮丙烯酰胺的有机相,c)连续地低 - 沸点副产物在一种或多种聚合抑制剂存在下通过蒸馏除去,然后通过蒸馏除去叔丁基丙烯酰胺,最后通过产物蒸馏分离双丙酮丙烯酰胺,并且d)将由此获得的双丙酮丙烯酰胺转化 进入其最终形式
    • 9. 发明授权
    • Process for working up diacetone acrylamide solutions for the preparation of pure diacetone acrylamide
    • 加工双丙酮丙烯酰胺溶液用于制备纯双丙酮丙烯酰胺的方法
    • US08581002B2
    • 2013-11-12
    • US12597960
    • 2008-05-08
    • Sascha BrauneBernhard HolubChristoph Huber
    • Sascha BrauneBernhard HolubChristoph Huber
    • C07C231/06
    • C07C231/24C07C231/06C07C231/22C07C233/31
    • Improved process for working up diacetone acrylamide solutions, obtained by reaction of acetone or diacetone alcohol with acrylonitrile and sulfuric acid and subsequent dilution and neutralization, in which a) the organic phase obtained subsequent to the neutralization, which comprises the crude diacetone acrylamide, is hydrolyzed by addition of an aqueous alkaline solution in order to remove acrylamide, then b) after phase separation has been carried out, the organic phase, which comprises the crude diacetone acrylamide, is neutralized by addition of an acid, and c) in succession, low-boiling-point byproducts are removed by distillation in the presence of one or more polymerization inhibitors, then t-butylacrylamide is removed by distillation and, finally, the diacetone acrylamide is isolated by product distillation, and d) the diacetone acrylamide thus obtained is converted into its final form.
    • 通过丙酮或双丙酮醇与丙烯腈和硫酸反应得到的丙酮丙烯酰胺溶液的改进方法,随后的稀释和中和,其中a)包含粗双丙酮丙烯酰胺的中和后获得的有机相被水解 通过加入碱性水溶液以除去丙烯酰胺,然后b)进行相分离后,通过加入酸中和含有粗双丙酮丙烯酰胺的有机相,c)连续地低 - 沸点副产物在一种或多种聚合抑制剂存在下通过蒸馏除去,然后通过蒸馏除去叔丁基丙烯酰胺,最后通过产物蒸馏分离双丙酮丙烯酰胺,并且d)将由此获得的双丙酮丙烯酰胺转化 进入其最终形式。