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    Process of producing 2-cyano-4-oxo-4H-benzopyran compounds
    3.
    发明公开
    Process of producing 2-cyano-4-oxo-4H-benzopyran compounds 失效
    Verfahren zur Herstellung von 2-Cyano-4-Oxo-4H-Benzopyran Verbindungen。

    公开(公告)号：EP0634409A1

    公开(公告)日：1995-01-18

    申请号：EP94110888.8

    申请日：1994-07-13

    申请人： SUMITOMO CHEMICAL COMPANY, LIMITED

    发明人： Higashii, Takayuki ,  Ushio, Hideki ,  Fujimoto, Yukari ,  Matsumoto, Tsutomu ,  Minai, Masayoshi ,  Yasunaga, Katsuichi ,  Sogabe, Hiroshi ,  Kotera, Takahiro

    IPC分类号： C07D311/24

    CPC分类号： C07D311/24

    摘要： There is disclosed a process of producing a 2-cyano-4-oxo-4H-benzopyran compound of the general formula (2):

    wherein R¹ and R² are independently hydrogen, halogen, hydroxy, C₁-C₅ alkyl, C₁-C₅ alkoxy, nitro or a group of the RCONH wherein R is C₁-C₂₀ alkyl, phenyl, phenyl-substituted (C₁-C₂₀)alkyl, phenyl(C₁-C₂₀)alkoxyphenyl or (C₁-C₂₀)alkoxyphenyl. This production process is characterized in that a carboxamide of the general formula (1):

    wherein R¹ and R² are each as defined above, is reacted with a dehydrating agent in the presence of a pyridine compound of the general formula (4):

    wherein A¹ and A² are independently hydrogen or C₁-C₅ alkyl. If the final product cannot be obtained as crystals having good filtration properties by ordinary treatments, a novel technique as disclosed herein can provide such crystals by dissolving the reaction product in an organic solvent insoluble or slightly soluble in water; pouring the resultant solution into water; and removing the organic solvent by distillation with stirring to effect the crystallization of the final product.

    摘要翻译： 公开了通式（2）的2-氰基-4-氧代-4H-苯并吡喃化合物的制备方法：其中R 1和R 2独立地是氢，卤素，羟基，C 1 C 1 -C 20烷氧基，硝基或其中R是C 1 -C 20烷基，苯基，苯基取代的（C 1 -C 20）烷基，苯基（C 1 -C 20）烷氧基苯基或（C 1 -C 20）烷氧基苯基 。 该制备方法的特征在于通式（1）的羧酰胺：其中R 1和R 2各自如上所定义，其中R 1和R 2分别与脱水剂在吡啶化合物 通式（4）：其中A 1和A 2独立地是氢或C 1 -C 5烷基。 如果通过常规处理不能获得具有良好过滤性能的结晶的最终产品，则本文公开的新技术可以通过将反应产物溶解在不溶于或微溶于水的有机溶剂中来提供这种晶体; 将所得溶液倒入水中; 并在搅拌下通过蒸馏除去有机溶剂以实现最终产物的结晶。

    Process for producing optically active azetidine-2-carboxylic acid
    5.
    发明公开
    Process for producing optically active azetidine-2-carboxylic acid 失效
    Verfahren zur Herstellung von optisch aktiver Azetidin-2-Carbonsäure

    公开(公告)号：EP0827954A1

    公开(公告)日：1998-03-11

    申请号：EP97115356.4

    申请日：1997-09-04

    申请人： SUMITOMO CHEMICAL COMPANY LIMITED

    发明人： Ushio, Hideki ,  Takano, Naoyuki ,  Honda, Yukihiro ,  Seko, Shinzo ,  Hazama, Motoo

    IPC分类号： C07D205/04

    CPC分类号： C07D205/04

    摘要： The present invention provides a process for preparing optically active azetidine-2-carboxylic acids using readily available reagents of relatively low price in the industry. Thus, there is provided optically active azetidine-2-carboxylic acid, and a process for producing the same by subjecting optically active N-(alkylbenzyl)azetidine-2-carboxylic acid represented by the formula (1):
    to hydrogenolysis in the presence of a catalyst.

    摘要翻译： 本发明提供了使用工业中价格相对较低的容易获得的试剂制备光学活性氮杂环丁烷-2-羧酸的方法。 因此，提供光学活性的氮杂环丁烷-2-羧酸及其制备方法，其中将式（1）表示的光学活性N-（烷基苄基）氮杂环丁烷-2-羧酸：氢解成 催化剂的存在

    Production of mixed acid anhydride and amine compound
    6.
    发明公开
    Production of mixed acid anhydride and amine compound 无效
    Herstellung von gemischtenSäureanhydridenund Amidverbindungen

    公开(公告)号：EP1160236A2

    公开(公告)日：2001-12-05

    申请号：EP01304872.3

    申请日：2001-06-04

    申请人： Sumitomo Chemical Company, Limited

    发明人： Miki, Takashi ,  Ushio, Hideki ,  Kurimoto, Isao

    IPC分类号： C07C51/56 ,  C07C269/06 ,  C07C23/02 ,  C07D205/04 ,  C07D277/46 ,  C07F9/32 ,  C07F9/09 ,  C07F9/40 ,  C07K5/062

    CPC分类号： C07K5/06026 ,  A61K38/00 ,  C07C269/06 ,  C07D277/46 ,  C07F9/096 ,  C07F9/3294 ,  C07C271/22

    摘要： There is disclosed an advantageous method for producing a mixed acid anhydride of formula (1):

            R 1 C(O)OY(O) n (R 2 ) p      (1)

    wherein R 1 , R 2 and Y denote the same as defined below, and n and p denote an integer of 1 or 2, which is characterized by adding a carboxylic acid of formula (2):

            R 1 COOH     (2)

    wherein R 1 denotes a hydrogen atom, an optionally substituted alkyl group or the like, and an organic base to a solution of a carboxylic acid activating agent of formula (3):

            (R 2 ) p Y(O) n X     (3)

    wherein R 2 denotes an optionally substituted aliphatic hydrocarbyl group or the like, Y denotes a carbon atom, a phosphorus atom, or a sulfur atom, and X denotes a chlorine atom or the like.

    摘要翻译： 公开了制备式（1）的混合酸酐的有利方法：R 1 C（O）OY（O）n（R 2）p其中R 1，R 2和Y 表示与下面定义的相同，n和p表示1或2的整数，其特征在于加入式（2）的羧酸：R 1 COOH，其中R 1表示氢原子，任选地 取代的烷基等，以及式（3）的羧酸活化剂的溶液的有机碱：（R 2）pY（O）n X其中R 2表示任选取代的脂族烃基或 Y表示碳原子，磷原子或硫原子，X表示氯原子等。

    Method for producing n-protected-azetidine-2-carboxylic acids
    8.
    发明公开
    Method for producing n-protected-azetidine-2-carboxylic acids 审中-公开
    Verfahren zur Herstellung von N-geschütztenAzetidin-2-Carbonsaüren

    公开(公告)号：EP1057810A1

    公开(公告)日：2000-12-06

    申请号：EP00111694.6

    申请日：2000-05-31

    申请人： Sumitomo Chemical Company, Limited

    发明人： Yamauchi, Kazuhiro ,  Ushio, Hideki ,  Kurimoto, Isao

    IPC分类号： C07D205/04

    CPC分类号： C07D205/04

    摘要： There is disclosed a method for producing an essentially enantiomerically pure N-protected-azetidine-2-carboxylic acid of formula (I):
    which method is characterized by:
       subjecting a crude enantiomerically excess N-protected-azetidine-2-carboxylic acid comprising said enantiomer represented by formula (1) in excess to the other enantiomer thereof to crystallization in an organic solvent selected from aromatic hydrocarbon, aliphatic ether, aliphatic alcohol, aliphatic ketone, aliphatic nitrile, aliphatic amide, aliphatic sulfoxide, aliphatic ester and a mixed solvent thereof,
       wherein R is:

    an optionally substituted alkyl, alicyclic or alicyclicalkyl group,
    an optionally substituted alkenyl group,
    an optionally substituted aryl group,
    an optionally substituted heteroaryl group, or
    a dialkylamino group and
    absolute configuration of the asterisked asymmetric carbon atom is S or R .

    摘要翻译： 公开了一种制备基本上为对映异构体的式（I）的N-保护的氮杂环丁烷-2-羧酸的方法：该方法的特征在于：将粗对映异构体过量的N-保护的氮杂环丁烷-2-羧酸 将包含式（1）表示的所述对映体与其它对映异构体反应的酸在选自芳族烃，脂族醚，脂族醇，脂族酮，脂族腈，脂族酰胺，脂族亚砜，脂族酯和脂族酯的有机溶剂中结晶 其中R为：任选取代的烷基，脂环族或脂环族烷基，任选取代的烯基，任选取代的芳基，任选取代的杂芳基或二烷基氨基，并且星号不对称碳原子的绝对构型为 S或R.

    Process for preparing 1-bromoalkylbenzene derivatives and intermediates thereof
    9.
    发明公开
    Process for preparing 1-bromoalkylbenzene derivatives and intermediates thereof 失效
    Verfahren zur Herstellung von 1-Bromalkylbenzolderivaten und Zwischenprodukte davon。

    公开(公告)号：EP0637580A1

    公开(公告)日：1995-02-08

    申请号：EP94112364.8

    申请日：1994-08-08

    申请人： SUMITOMO CHEMICAL COMPANY LIMITED

    发明人： Fujishima, Hiroaki ,  Miyamoto, Yasunobu ,  Minai, Masayoshi ,  Matsumoto, Tsutomu ,  Ushio, Hideki ,  Higashii, Takayuki

    IPC分类号： C07C22/04 ,  C07C17/08 ,  C07C15/44 ,  C07C1/32 ,  C07F3/02

    CPC分类号： C07C17/2632 ,  C07C15/44 ,  C07C17/08 ,  C07C17/087 ,  C07C41/22 ,  C07F3/02 ,  C07C22/04 ,  C07C43/225

    摘要： A 1-bromoalkylbenzene derivative is prepared by reacting a phenylalkene derivative with hydrogen bromide in the presence of a non-polar solvent. The phenylalkene derivative is prepared by reacting an alkenyl halide with metal magnesium to form a Grignard reagent, and then reacting the Grignard reagent with a benzyl halide derivative. An allyl Grignard reagent is prepared by reacting continuously an allyl halide derivative with metal magnesium in an organic solvent, in which the allyl halide derivative and metal magnesium are continuously added to the reaction system and the allyl Grignard reagent formed is continuously removed from the reaction system. The processes provide the intended compounds in high yields, high selectivities and high purities.

    摘要翻译： 通过在非极性溶剂的存在下使苯基烯烃衍生物与溴化氢反应来制备1-溴烷基苯衍生物。 苯基烯烃衍生物通过烯基卤化物与金属镁反应形成格氏试剂制备，然后使格利雅试剂与苄基卤衍生物反应。 通过使烯丙基卤衍生物与金属镁在有机溶剂中连续反应制备烯丙基格氏试剂，其中将烯丙基卤衍生物和金属镁连续加入到反应体系中，形成的烯丙基格氏试剂从反应体系中连续除去 。 该方法以高产率，高选择性和高纯度提供目标化合物。