公开(公告)号：US20090137820A1

公开(公告)日：2009-05-28

申请号：US12297276

申请日：2007-04-04

申请人： Takehiro Hiyama ,  Takeshi Takeuchi ,  Hidehiko Myoken ,  Hirokazu Kagano

发明人： Takehiro Hiyama ,  Takeshi Takeuchi ,  Hidehiko Myoken ,  Hirokazu Kagano

IPC分类号： C07D327/00

CPC分类号： C07D327/00

摘要： The present invention provides a process for producing a methylene disulfonate compound in a simple manner at low cost.The present invention provides a process for producing a methylene disulfonate compound represented by General Formula (2) comprising: reacting, in the presence of a dehydrating agent, a formaldehyde compound with a sulfonic acid compound represented by General Formula (1): wherein R1 and R2 are independently a hydrogen atom or a C1-4 alkyl group whose hydrogen atom may be substituted with halogen atom; n is an integer from 1 to 4; and when n is an integer from 2 to 4, n R1s and n R2s may be the same or different: wherein, R1, R2, and n are the same as those described above for General Formula (1).

摘要翻译： 本发明以简单的方式提供以低成本生产亚甲基二磺酸酯化合物的方法。 本发明提供一种制备由通式（2）表示的亚甲基二磺酸盐化合物的方法，包括：在脱水剂存在下使甲醛化合物与通式（1）表示的磺酸化合物反应：其中R1和 R2独立地为氢原子或氢原子可被卤素原子取代的C1-4烷基; n是1至4的整数; 当n为2〜4的整数时，n R 1和n R 2可以相同或不同：其中，R 1，R 2和n与上述通式（1）相同。

公开(公告)号：US20070149787A1

公开(公告)日：2007-06-28

申请号：US10579734

申请日：2004-12-13

申请人： Seiji Bando ,  Syuzo Satake ,  Hirokazu Kagano

发明人： Seiji Bando ,  Syuzo Satake ,  Hirokazu Kagano

IPC分类号： C07D333/22

CPC分类号： C07D333/22

摘要： The present invention provides a process for producing a 2-acylthiophene compound which has a low content of the 3-isomer generated as a by-product, the process comprising reacting a thiophene compound represented by formula (1): wherein R1is a hydrogen atom, a C1-6 alkyl group, a phenyl group, or a halogen atom, with at least one member selected from the group consisting of acid anhydrides represented by formula (2): wherein R2 is a C1-6 alkyl group or a phenyl group, and acid halides represented by formula (3): wherein R2 is as defined above and X is a halogen atom, in the presence of a solid acid catalyst at a temperature less than 75° C. in the absence of solvent, thus producing a 2-acylthiophene compound represented by formula (4): wherein R1 and R2 are as defined above.

摘要翻译： 本发明提供一种生产副产物3-异构体含量低的2-酰基噻吩化合物的方法，该方法包括使由式（1）表示的噻吩化合物：其中R 1 与氢原子，C 1-6烷基，苯基或卤原子具有至少一个选自酸式酸酐（式 2）：其中R 2是C 1-6烷基或苯基，和由式（3）表示的酰基卤：其中R 2， / SUP>如上所定义，X是卤素原子，在不存在溶剂的情况下，在固体酸催化剂存在下，在低于75℃的温度下，由式（4）表示的2-酰基噻吩化合物， ：其中R 1和R 2如上所定义。

公开(公告)号：US07041853B2

公开(公告)日：2006-05-09

申请号：US10239077

申请日：2001-03-21

申请人： Kenichi Wakimura ,  Hitoshi Karino ,  Hirokazu Kagano

发明人： Kenichi Wakimura ,  Hitoshi Karino ,  Hirokazu Kagano

IPC分类号： C07C321/26

CPC分类号： C07C319/20 ,  C07C319/28 ,  C07C323/09

摘要： It is an object of the present invention to provide a process for producing highly pure 4-bromothioanisole, which is useful in the manufacture of medicinal chemicals, agrochemicals or functional materials, in a simple and industrially advantageous manner.The present invention is related to a process for producing 4-bromothioanisole which comprises adding an alcoholic solvent to a 4-bromothioanisole-containing product resulting from the reaction of thioanisole with bromine to cause crystallization of 4-bromothioanisole.

公开(公告)号：US5672751A

公开(公告)日：1997-09-30

申请号：US581109

申请日：1995-12-29

申请人： Hirokazu Kagano ,  Hiroshi Goda ,  Shigeki Sakaue

发明人： Hirokazu Kagano ,  Hiroshi Goda ,  Shigeki Sakaue

IPC分类号： C07C315/02 ,  C07C317/44 ,  C07C319/14 ,  C07C319/18 ,  C07C323/62 ,  C07D275/04 ,  C07C319/12

CPC分类号： C07D275/04 ,  C07C315/02 ,  C07C319/14 ,  C07C319/18 ,  C07C2101/14

摘要： A method for producing an alkylthiobenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of an alkylthiobenzamide with a halogen in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent and a subsequent reaction with a halogen; and a method for producing a 1,2-benzisothiazol-3-one by carrying out a reaction of a 2-(alkylthio)benzamide with a halogenating agent.

摘要翻译： 一种烷基硫代苯甲酰胺的制备方法，其通过在非均相溶剂中在碱存在下进行卤代苯甲酰胺与烷硫醇的反应; 通过在异质溶剂中进行烷基硫代苯甲酰胺与卤素的反应制备烷基亚磺酰基苯甲酰胺的方法; 烷基亚磺酰基苯甲酰胺的制备方法，其通过在碱存在下在非均相溶剂中进行卤代苯甲酰胺与烷硫醇的反应，随后与卤素反应; 和通过2-（烷硫基）苯甲酰胺与卤化剂的反应制备1,2-苯并异噻唑-3-酮的方法。

公开(公告)号：US08722906B2

公开(公告)日：2014-05-13

申请号：US13396972

申请日：2012-02-15

申请人： Syuzo Satake ,  Noriyuki Hayashizaka ,  Ichiro Fuseya ,  Muneaki Tanaka ,  Hirokazu Kagano

发明人： Syuzo Satake ,  Noriyuki Hayashizaka ,  Ichiro Fuseya ,  Muneaki Tanaka ,  Hirokazu Kagano

IPC分类号： C07D333/22

CPC分类号： C07D333/22

摘要： The present invention provides a process for producing (E)-N-monoalkyl-3-oxo-3-(2-thienyl)propenamine represented by Formula (1); wherein R is a C1-4 alkyl, the method comprising the steps of: maintaining a solution containing (Z)—N-monoalkyl-3-oxo-3-(2-thienyl)propenamine dissolved therein at 25° C. or below to deposit crystals and separating crystals having a particle diameter of 100 μm or less from the deposited crystals; and a process for producing (E,Z)—N-monoalkyl-3-oxo-3-(2-thienyl)propenamine comprising the steps of: reacting an alkali metal salt of β-oxo-β-(2-thienyl)propanal with a monoalkylamine compound; adding a water-insoluble organic solvent to the resulting reaction mixture; adding seed crystals containing (E)-N-monoalkyl-3-oxo-3-(2-thienyl)propenamine to an organic layer obtained by conducting separation; and keeping the resulting mixture at 25° C. or below.

摘要翻译： 本发明提供由式（1）表示的（E）-N-单烷基-3-氧代-3-（2-噻吩基）丙烯胺的制备方法。 其中R是C 1-4烷基，所述方法包括以下步骤：在25℃以下溶解含有（Z）-N-单烷基-3-氧代-3-（2-噻吩基）丙烯胺的溶液， 从沉积的晶体沉积晶体并分离出粒径为100μm以下的晶体; 和（E，Z）-N-单烷基-3-氧代-3-（2-噻吩基）丙烯胺的制备方法，包括以下步骤：使＆bgr-氧代 - （2-噻吩基） ）丙醛与单烷基胺化合物; 向所得反应混合物中加入水不溶性有机溶剂; 将含有（E）-N-单烷基-3-氧代-3-（2-噻吩基）丙烯胺的晶种加入到通过分离获得的有机层中; 并将所得混合物保持在25℃或更低。

公开(公告)号：US20050240030A1

公开(公告)日：2005-10-27

申请号：US10523287

申请日：2003-07-15

申请人： Kenji Kogami ,  Noriyuki Hayashizaka ,  Syuzo Satake ,  Ichiro Fuseya ,  Hirokazu Kagano

发明人： Kenji Kogami ,  Noriyuki Hayashizaka ,  Syuzo Satake ,  Ichiro Fuseya ,  Hirokazu Kagano

IPC分类号： C07D333/20 ,  C07D333/22

CPC分类号： C07D333/22 ,  C07D333/20

摘要： The present invention provides a process for producing an N-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine represented by General Formula (2): wherein R is C1-4 alkyl, comprising the step of reducing (Z)-N-monoalkyl-3-oxo-3-(2-thienyl)propenamine represented by General Formula (1): wherein R is as defined above. According to the present invention, an N-monoalkyl-3-hydroxy-3-(2-thienyl)propanamine which is for use as an intermediate for various pharmaceuticals can be produced in an industrially inexpensive and easy manner.

摘要翻译： 本发明提供一种制备由通式（2）表示的N-单烷基-3-羟基-3-（2-噻吩基）丙胺的方法：其中R是C 1-4烷基，包括 由通式（1）表示的还原（Z）-N-单烷基-3-氧代-3-（2-噻吩基）丙烯胺的步骤：其中R如上所定义。 根据本发明，用作各种药物的中间体的N-单烷基-3-羟基-3-（2-噻吩基）丙胺可以以工业上便宜且容易的方式制备。

公开(公告)号：US5856504A

公开(公告)日：1999-01-05

申请号：US836697

申请日：1997-05-19

申请人： Hirokazu Kagano ,  Hiroshi Goda ,  Mikio Yamamoto ,  Shigeki Sakaue ,  Miki Toudou

发明人： Hirokazu Kagano ,  Hiroshi Goda ,  Mikio Yamamoto ,  Shigeki Sakaue ,  Miki Toudou

IPC分类号： C07D275/04

CPC分类号： C07D275/04

摘要： A method for producing a 1,2-benzisothiazole characterized by treating a 2-(alkylthio)benzaldehyde oxime with a halogen compound; a method for producing a 3-halo-1,2-benzisothiazole characterized by treating a 1,2-benzisothiazole with a halogenating agent; and a method for producing a 1-(1,2-benzisothiazol-3-yl)piperazine characterized by reacting the obtained 3-halo-1,2-benzisothiazoles with a piperazine. By the method of the present invention, 1,2-benzisothiazoles and 3-halo-1,2-benzisothiazoles, which are useful as intermediates for pharmaceutical compositions such as psychotropic agents, and 1-(1,2-benzisothiazole-3-yl)piperazines synthesized therefrom can be obtained in a high yield without using expensive starting materials by shorter and simpler process than conventional methods.

摘要翻译： PCT No.PCT / JP95 / 02484第 371日期1997年5月19日 102（e）日期1997年5月19日PCT提交1995年12月4日PCT公布。 第WO96 / 17834号公报 日期1996年6月13日制备1,2-苯并异噻唑的方法，其特征在于用卤素化合物处理2-（烷硫基）苯甲醛肟; 其特征在于用卤化剂处理1,2-苯并异噻唑的3-卤代-1,2-苯并异噻唑的制备方法。 以及1-（1,2-苯并异噻唑-3-基）哌嗪的制造方法，其特征在于使得到的3-卤代-1,2-苯并异噻唑与哌嗪反应。 通过本发明的方法，1,2-苯并异噻唑和3-卤代-1,2-苯并异噻唑可用作药物组合物如精神药物的中间体和1-（1,2-苯并异噻唑-3-基 ）哌嗪可以通过比常规方法更短和更简单的方法以高产率获得而不使用昂贵的起始原料。

公开(公告)号：US5744609A

公开(公告)日：1998-04-28

申请号：US831533

申请日：1997-04-07

申请人： Hirokazu Kagano ,  Hiroshi Goda ,  Shigeki Sakaue

发明人： Hirokazu Kagano ,  Hiroshi Goda ,  Shigeki Sakaue

IPC分类号： C07C315/02 ,  C07C317/44 ,  C07C319/14 ,  C07C319/18 ,  C07C323/62 ,  C07D275/04 ,  C07C323/04

CPC分类号： C07D275/04 ,  C07C315/02 ,  C07C319/14 ,  C07C319/18 ,  C07C2101/14

摘要： A method for producing an alkylthiobenzamide by carrying out a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying out a reaction of an alkylthiobenzamide with a halogen in a heterogeneous solvent; a method for producing an alkylsulfinylbenzamide by carrying cut a reaction of a halobenzamide with an alkanethiol in the presence of a base in a heterogeneous solvent and a subsequent reaction with a halogen; and a method for producing a 1,2-benzisothiazol-3-one by carrying out a reaction of a 2-(alkylthio)benzamide with a halogenating agent.

摘要翻译： 一种烷基硫代苯甲酰胺的制备方法，其通过在非均相溶剂中在碱存在下进行卤代苯甲酰胺与烷硫醇的反应; 通过在异质溶剂中进行烷基硫代苯甲酰胺与卤素的反应制备烷基亚磺酰基苯甲酰胺的方法; 一种烷基亚磺酰基苯甲酰胺的制备方法，其通过在碱存在下在非均相溶剂中进行卤代苯甲酰胺与烷硫醇的反应，随后与卤素反应; 和通过2-（烷硫基）苯甲酰胺与卤化剂的反应制备1,2-苯并异噻唑-3-酮的方法。

公开(公告)号：US5633384A

公开(公告)日：1997-05-27

申请号：US467829

申请日：1995-06-06

申请人： Hirokazu Kagano ,  Hiroshi Goda ,  Katsuhiko Yoshida ,  Mikio Yamamoto ,  Shigeki Sakaue

发明人： Hirokazu Kagano ,  Hiroshi Goda ,  Katsuhiko Yoshida ,  Mikio Yamamoto ,  Shigeki Sakaue

IPC分类号： C07D275/04 ,  C07D275/06

CPC分类号： C07D275/04 ,  C07D275/06

摘要： A method for producing a 1,2-benzisothiazol-3-one, having the steps of carrying out a reaction of a 2-(alkylthio)benzaldehyde with a hydroxylamine to give a 2-(alkylthio)benzaldehyde oxime and carrying out a reaction of the 2-(alkylthio)benzaldehyde oxime with a halogenating agent; and a method for producing a 1,2-benzisothiazol-3-one, having the steps of carrying out a reaction of a 2-halobenzonitrile with an alkanethiol in a heterogeneous solvent system in the presence of a base to give a 2-(alkylthio)benzonitrile and carrying out a reaction of the 2-(alkylthio)benzonitrile with an halogenating agent in the presence of water.

摘要翻译： 一种1,2-苯并异噻唑-3-酮的制备方法，其具有2-（烷硫基）苯甲醛与羟胺反应的步骤，得到2-（烷硫基）苯甲醛肟，进行 2-（烷硫基）苯甲醛肟与卤化剂; 和1,2-苯并异噻唑-3-酮的制备方法，其具有以下步骤：在非均相溶剂体系中，在碱的存在下，使2-卤代苄腈与链烷硫醇进行反应，得到2-（烷硫基 ）苄腈，并在水存在下进行2-（烷硫基）苄腈与卤化剂的反应。

公开(公告)号：US4849138A

公开(公告)日：1989-07-18

申请号：US84572

申请日：1987-08-12

申请人： Akira Onoe ,  Masao Kawamura ,  Kunioki Kato ,  Masato Yoshikawa ,  Hirokazu Kagano

发明人： Akira Onoe ,  Masao Kawamura ,  Kunioki Kato ,  Masato Yoshikawa ,  Hirokazu Kagano

IPC分类号： C07C313/04 ,  C07C67/00 ,  C07C313/00 ,  C07C315/02 ,  C07C317/14

CPC分类号： C07C313/04 ,  C07C317/00

摘要： A method of producing alkali metal benzenesulfinates having the general formula of ##STR1## wherein M represents Na or K, which comprises: reacting nitrophenylphenyl sulfones having the general formula of ##STR2## wherein n is an integer of 1 or 2, with alkali metal thiophenolates having the general formula of ##STR3## in solvents. The reaction produces also nitrophenylphenyl sulfides as by-products in equimolar amounts to the alkali metal benzenesulfinates, and the oxidation of the sulfides provides the starting nitrophenylphenyl sulfones.A method of producing the nitrophenylphenyl sulfones is also provided wherein the sulfides are oxidized with hydrogen peroxide in the presence both of water-soluble tungstates or molybdates and of phase transfer catalysts in a two-phase heterogeneous solvent.

摘要翻译： 将通式为“IMAGE”的碱金属苯亚磺酸盐的制备方法，其中M代表Na或K，其中包括：将具有通式“IMAGE”的硝基苯基砜与n = 1或2的整数与碱金属硫代苯酚酯反应 在溶剂中具有的通式。 该反应还产生硝基苯基苯基硫化物作为等摩尔量的碱金属苯亚磺酸盐的副产物，并且硫化物的氧化提供起始的硝基苯基苯砜。 还提供了一种制备硝基苯基苯砜的方法，其中硫化物在水溶性钨酸盐或钼酸盐存在的情况下用过氧化氢氧化，并且在两相非均相溶剂中用相转移催化剂氧化。