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    • 1. 发明授权
    • Method for selectively producing primary amine compound
    • 选择性生产伯胺化合物的方法
    • US08269044B2
    • 2012-09-18
    • US12097234
    • 2006-12-14
    • Naoyuki TakanoKazuyuki TanakaShinzo Seko
    • Naoyuki TakanoKazuyuki TanakaShinzo Seko
    • C07D213/38C07D251/04C07C209/08
    • C07C209/62C07C213/02C07D213/26C07D213/38C07D251/04C07C211/27C07C211/29C07C217/58
    • Disclosed is a method for producing a primary amine compound represented by the formula (3): wherein, Ar is as defined below, which is characterized in that a halogen compound represented by the formula (1): wherein, Ar represents an unsubstituted aromatic group such as a phenyl group, a naphthyl group, a pyridyl group, a furyl group, a thienyl group, a pyrrolyl group, an oxazolyl group, an isoxazolyl group or a pyrimidinyl group, or an aromatic group obtained by substituting such an unsubstituted aromatic group with 1-3 substituents; and X represents a halogen atom, ammonia and formaldehyde are reacted with each other, thereby obtaining a hexahydrotriazine compound represented by the formula (2): wherein, Ar is as defined above, and then the thus-obtained hexahydrotriazine compound is decomposed. By this method, a primary amine compound can be commercially advantageously produced by using a low-cost ammonia while suppressing production of a secondary amine as a by-product.
    • 公开了一种由式(3)表示的伯胺化合物的制备方法:其中Ar如下所定义,其特征在于由式(1)表示的卤素化合物:其中Ar表示未取代的芳族基团 苯基,萘基,吡啶基,呋喃基,噻吩基,吡咯基,恶唑基,异恶唑基或嘧啶基,或通过取代这些未取代的芳基取代的芳基 具有1-3个取代基; X表示卤素原子,氨和甲醛彼此反应,得到式(2)表示的六氢三嗪化合物:其中,Ar如上定义,然后将由此得到的六氢三嗪化合物分解。 通过这种方法,可以通过使用低成本氨同时抑制作为副产物的仲胺的生产,商业上有利地生产伯胺化合物。
    • 2. 发明申请
    • METHOD FOR PRODUCING PRIMARY AMINE COMPOUND
    • 生产主要胺化合物的方法
    • US20090287023A1
    • 2009-11-19
    • US12097974
    • 2006-12-25
    • Hiroshi SoudaNaoyuki TakanoShinzo Seko
    • Hiroshi SoudaNaoyuki TakanoShinzo Seko
    • C07C209/24
    • C07C209/62C07C209/08C07C211/21C07C211/28
    • Disclosed is a method for producing a primary amine compound represented by the formula (2) below, which is characterized in that a halogen compound represented by the formula (1) below, ammonia and formaldehyde are reacted with each other, and then the thus-obtained reaction product is [1] brought into contact with an aqueous solution of an acid or [2] reacted with a hydroxylamine under acidic conditions. By this method, a primary amine compound can be commercially advantageously produced by using a low-cost ammonia while suppressing production of a secondary amine as a by-product. (1) (In the formula, R1 and R2 independently represent a hydrogen atom, a C1-C5 alkyl group which may be substituted by a halogen atom or the like, a C1-C5 alkoxy group which may be substituted by a halogen atom, a cyano group, a C2-C11 alkenyl group or a phenyl group or the like; R3 represents a hydrogen atom, a linear or branched C1-C5 alkyl group or a cyano group; and X represents a halogen atom.) (2) (In the formula, R1, R2 and R3 are as defined above.)
    • 公开了下述式(2)表示的伯胺化合物的制造方法,其特征在于,将下式(1)表示的卤素化合物与氨和甲醛反应, 得到的反应产物[1]在酸性条件下与酸的水溶液或[2]与羟胺反应。 通过这种方法,可以通过使用低成本氨同时抑制作为副产物的仲胺的生产,商业上有利地生产伯胺化合物。 (1)(式中,R 1和R 2各自独立地表示氢原子,可被卤素原子等取代的C1〜C5烷基,可被卤素原子取代的C1〜C5烷氧基, 氰基,C 2 -C 11烯基或苯基等; R 3表示氢原子,直链或支链C 1 -C 5烷基或氰基; X表示卤素原子)(2)( 在式中,R 1,R 2和R 3如上所定义。)
    • 5. 发明申请
    • Method for Producing Thiazole Compound
    • 生产噻唑化合物的方法
    • US20100094022A1
    • 2010-04-15
    • US12087587
    • 2007-01-11
    • Naoyuki TakanoMorio YamamotoShinzo Seko
    • Naoyuki TakanoMorio YamamotoShinzo Seko
    • C07D277/04
    • C07D277/32
    • Disclosed is a simple and advantageous method for producing a thiazole compound, which method is suitable for commercial-scale implementation. In this method, a thiazole compound is produced by a reaction between 2-halogeno-allylisothiocyanate and sulfuryl chloride generating a large amount of heat, while suppressing decrease in the yield of the thiazole compound. Specifically disclosed is a method for producing 2-chloro-5-chloromethylthiazole represented by the formula (1): This method is characterized in that sulfuryl chloride is added to and reacted with 2-halogeno-allylisothiocyanate represented by the formula (2): wherein Hal represents chlorine or bromine, while blowing a gas inactive to the reaction into the reaction liquid.
    • 本发明公开了一种生产噻唑化合物的简便有效的方法,该方法适用于商业规模的实施。 在该方法中,噻唑化合物通过2-卤代烯丙基异硫氰酸酯与磺酰氯的反应而产生,产生大量的热量,同时抑制噻唑化合物的产率降低。 具体公开的是式(1)表示的2-氯-5-氯甲基噻唑的制造方法:该方法的特征在于,向式(2)表示的2-卤代烯丙基异硫氰酸酯中加入磺酰氯,并与式 Hal代表氯或溴,同时向反应液中吹入无反应的气体。
    • 6. 发明申请
    • METHOD FOR SELECTIVELY PRODUCING PRIMARY AMINE COMPOUND
    • 选择生产主要胺化合物的方法
    • US20090281325A1
    • 2009-11-12
    • US12097234
    • 2006-12-14
    • Naoyuki TakanoKazuyuki TanakaShinzo Seko
    • Naoyuki TakanoKazuyuki TanakaShinzo Seko
    • C07D213/38C07C209/08
    • C07C209/62C07C213/02C07D213/26C07D213/38C07D251/04C07C211/27C07C211/29C07C217/58
    • Disclosed is a method for producing a primary amine compound represented by the formula (3): wherein, Ar is as defined below , which is characterized in that a halogen compound represented by the formula (1): wherein, Ar represents an unsubstituted aromatic group such as a phenyl group, a naphthyl group, a pyridyl group, a furyl group, a thienyl group, a pyrrolyl group, an oxazolyl group, an isoxazolyl group or a pyrimidinyl group, or an aromatic group obtained by substituting such an unsubstituted aromatic group with 1-3 substituents; and X represents a halogen atom, ammonia and formaldehyde are reacted with each other, thereby obtaining a hexahydrotriazine compound represented by the formula (2): wherein, Ar is as defined above, and then the thus-obtained hexahydrotriazine compound is decomposed. By this method, a primary amine compound can be commercially advantageously produced by using a low-cost ammonia while suppressing production of a secondary amine as a by-product.
    • 公开了一种由式(3)表示的伯胺化合物的制备方法:其中Ar如下所定义,其特征在于由式(1)表示的卤素化合物:其中Ar表示未取代的芳族基团 苯基,萘基,吡啶基,呋喃基,噻吩基,吡咯基,恶唑基,异恶唑基或嘧啶基,或通过取代这些未取代的芳基取代的芳基 具有1-3个取代基; X表示卤素原子,氨和甲醛彼此反应,得到式(2)表示的六氢三嗪化合物:其中,Ar如上定义,然后将由此得到的六氢三嗪化合物分解。 通过这种方法,可以通过使用低成本氨同时抑制作为副产物的仲胺的生产,商业上有利地生产伯胺化合物。
    • 9. 发明申请
    • Process for production of carbonyl compounds
    • 羰基化合物的制备方法
    • US20060089506A1
    • 2006-04-27
    • US10549310
    • 2004-03-24
    • Naoyuki TakanoKoji Hagiya
    • Naoyuki TakanoKoji Hagiya
    • C07C69/74C07F9/94
    • C07D317/54C07C45/30C07C67/333C07C69/757
    • There is provided a process for the production of carbonyl compounds, characterized by reacting a diol represented by the formula (1); wherein R1, R2, R3 and R4 are the same or different, and independently represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, carboxyl group or a hydrogen atom, or R1 and R2 or R3 and R4 are bonded together with the carbon atoms to which they are bonded to form a ring, provided that all of R1, R2, R3 and R4 are not hydrogen atoms simultaneously; with bromine or an inorganic bromine compound in the presence of a trivalent bismuth compound and a base to form carbonyl compounds represented by the formula (2); wherein R1 and R3 are as defined above; and the formula (3); wherein R2 and R4 are as defined above.
    • 提供了一种制备羰基化合物的方法,其特征在于使由式(1)表示的二醇反应; 其中R 1,R 2,R 3和R 4相同或不同,并且独立地表示 取代或未取代的烷基,取代或未取代的芳基,取代或未取代的芳烷基,取代或未取代的酰基,取代或未取代的烷氧基羰基,取代或未取代的芳氧基羰基,取代或未取代的芳烷氧基羰基,羧基 或者氢原子,或者R 1和R 2或R 3和R 4是与 与它们键合的碳原子形成环,条件是R 1,R 2,R 3和R' 4不同时为氢原子; 与溴或无机溴化合物在三价铋化合物和碱的存在下反应形成由式(2)表示的羰基化合物; 其中R 1和R 3如上定义; 和式(3); 其中R 2和R 4如上定义。