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1. 发明授权

US07897790B2 Thiophene compound and process for producing caffenofuran or analogue thereof from the same 有权
标题翻译：噻吩化合物及其制备方法
公开(公告)号：US07897790B2
公开(公告)日：2011-03-01
申请号：US11884737
申请日：2006-02-22
申请人： Shigeo Katsumura , Yanwu Li , Hisakatsu Iwabuchi , Masanobu Onishi , Yusuke Murakami
发明人： Shigeo Katsumura , Yanwu Li , Hisakatsu Iwabuchi , Masanobu Onishi , Yusuke Murakami
IPC分类号： C07D495/06
CPC分类号： C11B9/0076 , C07D333/18 , C07D333/22 , C07D409/06 , C07D409/12 , C07D495/04 , Y02P20/55
摘要： The present invention provides a novel thiophene compound as a synthetic intermediate that is useful for efficient production of kahweofuran or an analogue thereof. The present invention also provides a process for producing kahweofuran or an analogue thereof using the novel thiophene compound as an intermediate material.Of novel thiophene compounds represented by Formula (1): wherein R1 is a hydrogen atom or a C1-C4 lower alkyl group; R2 is a hydrogen atom or an alcohol-protecting group; R3 is a hydrogen atom, —COR4 or —C(OH)R5 (wherein R4 and R5 each represent a C1-C4 lower alkyl group); provided that when R2 and R3 are hydrogen atoms, R1 is not any of a hydrogen atom, methyl group, or n-propyl group; a thiophene compound represented by Formula (2) is reduced and cyclized in the presence of a transition metal catalyst to produce kahweofuran or kahweofuran analogue (3a) shown below: wherein R1 is a hydrogen atom or a C1-C4 lower alkyl group, and R4 is a C1-C4 lower alkyl group.
摘要翻译：本发明提供了一种新颖的噻吩化合物作为合成中间体，其可用于有效生产kahweofuran或其类似物。本发明还提供了一种使用新型噻吩化合物作为中间体来生产呋喃呋喃或其类似物的方法。由式（1）表示的新型噻吩化合物：其中R1是氢原子或C1-C4低级烷基; R2是氢原子或醇保护基; R3是氢原子，-COR4或-C（OH）R5（其中R4和R5各自表示C1-C4低级烷基）; 条件是当R2和R3为氢原子时，R1不为氢原子，甲基或正丙基; 由式（2）表示的噻吩化合物在过渡金属催化剂的存在下还原并环化，生成如下所示的呋喃呋喃或苦参呋喃类似物（3a）：其中R1是氢原子或C1-C4低级烷基，R4 是C 1 -C 4低级烷基。

2. 发明申请

US20080167481A1 Novel Thiophene Compound and Process for Producing Caffenofuran or Analogue Thereof from the Same 有权
标题翻译：新型噻吩化合物及其制备方法
公开(公告)号：US20080167481A1
公开(公告)日：2008-07-10
申请号：US11884737
申请日：2006-02-22
申请人： Shigeo Katsumura , Yanwu Li , Hisakatsu Iwabuchi , Masanobu Onishi , Yusuke Murakami
发明人： Shigeo Katsumura , Yanwu Li , Hisakatsu Iwabuchi , Masanobu Onishi , Yusuke Murakami
IPC分类号： C07D495/04 , C07D333/10
CPC分类号： C11B9/0076 , C07D333/18 , C07D333/22 , C07D409/06 , C07D409/12 , C07D495/04 , Y02P20/55
摘要： The present invention provides a novel thiophene compound as a synthetic intermediate that is useful for efficient production of kahweofuran or an analogue thereof. The present invention also provides a process for producing kahweofuran or an analogue thereof using the novel thiophene compound as an intermediate material.Of novel thiophene compounds represented by Formula (1): wherein R1 is a hydrogen atom or a C1-C4 lower alkyl group; R2 is a hydrogen atom or an alcohol-protecting group; R3 is a hydrogen atom, —COR4 or —C(OH)R5 (wherein R4 and R5 each represent a C1-C4 lower alkyl group); provided that when R2 and R3 are hydrogen atoms, R1 is not any of a hydrogen atom, methyl group, or n-propyl group; a thiophene compound represented by Formula (2) is reduced and cyclized in the presence of a transition metal catalyst to produce kahweofuran or kahweofuran analogue (3a) shown below: wherein R1 is a hydrogen atom or a C1-C4 lower alkyl group, and R4 is a C1-C4 lower alkyl group.
摘要翻译：本发明提供了一种新颖的噻吩化合物作为合成中间体，其可用于有效生产kahweofuran或其类似物。本发明还提供了一种使用新型噻吩化合物作为中间体来生产呋喃呋喃或其类似物的方法。由式（1）表示的新型噻吩化合物：其中R 1是氢原子或C 1 -C 4低级烷基; R 2是氢原子或醇保护基; R 3是氢原子，-COR 4或-C（OH）R 5（其中R 4）和R 5各自表示C 1 -C 4低级烷基）; R 5和R 5各自表示C 1 -C 4低级烷基。条件是当R 2和R 3是氢原子时，R 1不是任何氢原子，甲基或正丙基组; 由式（2）表示的噻吩化合物在过渡金属催化剂的存在下还原并环化，产生如下所示的呋喃呋喃或呋喃呋喃类似物（3a）：其中R 1是氢原子或C C 1 -C 4低级烷基，R 4是C 1 -C 4低级烷基， /低级烷基。

3. 发明申请

US20050113567A1 Perfluoroisopropylbenzene derivative 失效
标题翻译：全氟异丙基苯衍生物
公开(公告)号：US20050113567A1
公开(公告)日：2005-05-26
申请号：US10969974
申请日：2004-10-22
申请人： Masanobu Onishi , Kenichi Ikeda , Takashi Shimaoka , Masanori Yoshida
发明人： Masanobu Onishi , Kenichi Ikeda , Takashi Shimaoka , Masanori Yoshida
IPC分类号： C07C17/093 , C07C17/35 , C07C22/08 , C07C25/13 , C07C39/24 , C07C43/225 , C07C43/23 , C07C45/51 , C07C47/55 , C07C49/80 , C07C51/09 , C07C51/60 , C07C69/157 , C07C69/76 , C07C233/65 , C07C243/22 , C07C255/50 , C07C265/12 , C07C309/86 , C07C309/87 , C07C311/16 , C07C317/44 , C07C331/28 , C07C255/10 , C07C323/09
CPC分类号： C07C331/28 , C07C17/093 , C07C17/35 , C07C22/08 , C07C25/13 , C07C39/24 , C07C43/225 , C07C43/23 , C07C45/515 , C07C47/55 , C07C49/80 , C07C51/09 , C07C51/60 , C07C69/76 , C07C233/65 , C07C243/22 , C07C255/50 , C07C265/12 , C07C309/86 , C07C309/87 , C07C311/16 , C07C317/44 , C07C63/70
摘要： Perfluoroisopropylbenzene derivatives of the general formula (I) or salts thereof, useful as intermediates or raw materials in the synthesis of various industrial materials including agricultural chemicals, drugs and surfactants: wherein X1 is H, halogen, formyl, optionally halogenated (C1-C6) alkyl, (C1-C6) alkylthio, or the like; X2 is H, halogen, formyl, hydroxyl, (C1-C6) alkyl, —C(═O)—R1 (wherein R1 is H, halogen, hydroxyl, (C1-C6) alkyl, or NR2R3, with R2 and R3 being each H, C1-6 alkyl, or the like), or the like; X3 is H, halogen, hydroxyl, cyano, isocyanate, hydrazino, diazo, —C(═O)—R1, —SO2—R4 (wherein R4 is halogen, hydroxyl, (C1-C6) alkyl, or NR5R6, with R5 and R6 being each H or (C1-C6) alkyl), or the like; and X4 is H, halogen, (C1-C6) alkyl, or (C1-C6) alkoxy, with publicly known compounds being excepted.
摘要翻译：通式（I）的全氟异丙基苯衍生物或其盐，可用作合成各种工业材料（包括农药，药物和表面活性剂）的中间体或原料：其中X 1是H，卤素，甲酰基，任选卤代（C 1 -C 6 -C 6）烷基，（C 1 -C 6 -C 6）烷硫基，或类似; X 2是H，卤素，甲酰基，羟基，（C 1 -C 6）烷基，-C（-O）-R 6，（其中R 1是H，卤素，羟基，（C 1 -C 6 -C 6）烷基或NR R 2 R 3和R 3各自为H，C 1-6烷基，烷基等）等; X 3是H，卤素，羟基，氰基，异氰酸酯，肼基，重氮基，-C（-O）-R 1，-SO 2 R 4是（其中R 4是卤素，羟基，（C 1 -C 6 -C 6）烷基，或NR 5 R 6，其中R 5和R 6各自为H或（C 1） C 6 -C 6烷基）等; 和X 4是H，卤素，（C 1 -C 6 -C 6）烷基或（C 1 -C 6 - C 6 -C 6烷氧基，其中公知的化合物除外。

4. 发明授权

US06469003B1 Pyridazinone derivatives 失效
标题翻译：哒嗪酮衍生物
公开(公告)号：US06469003B1
公开(公告)日：2002-10-22
申请号：US09762877
申请日：2001-02-14
申请人： Makoto Gotoh , Koji Umimoto , Masanobu Onishi , Akiyuki Satoh , Yoshitami Oshita , Masashi Nagamine
发明人： Makoto Gotoh , Koji Umimoto , Masanobu Onishi , Akiyuki Satoh , Yoshitami Oshita , Masashi Nagamine
IPC分类号： A61K3150
CPC分类号： C07D401/04 , C07D237/14 , C07D237/18 , C07D237/24 , C07D237/28 , C07D401/12 , C07D401/14 , C07D403/12 , C07D405/12 , C07D409/04 , C07D409/12 , C07D417/04 , C07D471/12
摘要： A pyridazinone derivative represented by formula (I): a pharmaceutically acceptable salt thereof, or a derivative thereof, or a pharmaceutical composition comprising as an active ingredient the derivative or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier or diluent.
摘要翻译：由式（I）表示的哒嗪酮衍生物：其药学上可接受的盐或其衍生物，或包含其衍生物或药学上可接受的盐和药学上可接受的载体或稀释剂作为活性成分的药物组合物。

5. 发明授权

US07169955B2 Perfluoroisopropylbenzene derivative 失效
标题翻译：全氟异丙基苯衍生物
公开(公告)号：US07169955B2
公开(公告)日：2007-01-30
申请号：US10969974
申请日：2004-10-22
申请人： Masanobu Onishi , Kenichi Ikeda , Takashi Shimaoka , Masanori Yoshida
发明人： Masanobu Onishi , Kenichi Ikeda , Takashi Shimaoka , Masanori Yoshida
IPC分类号： C07C43/02 , C07C63/00
CPC分类号： C07C331/28 , C07C17/093 , C07C17/35 , C07C22/08 , C07C25/13 , C07C39/24 , C07C43/225 , C07C43/23 , C07C45/515 , C07C47/55 , C07C49/80 , C07C51/09 , C07C51/60 , C07C69/76 , C07C233/65 , C07C243/22 , C07C255/50 , C07C265/12 , C07C309/86 , C07C309/87 , C07C311/16 , C07C317/44 , C07C63/70
摘要： Perfluoroisopropylbenzene derivatives of the general formula (I) or salts thereof, useful as intermediates or raw materials in the synthesis of various industrial materials including agricultural chemicals, drugs and surfactants: wherein X1 is H, halogen, formyl, optionally halogenated (C1–C6) alkyl, (C1–C6) alkylthio, or the like; X2 is H, halogen, formyl, hydroxyl, (C1–C6) alkyl, —C(═O)—R1 (wherein R1 is H, halogen, hydroxyl, (C1–C6) alkyl, or NR2R3, with R2 and R3 being each H, C1-6 alkyl, or the like), or the like; X3 is H, halogen, hydroxyl, cyano, isocyanate, hydrazino, diazo, —C(═O)—R1, —SO2—R4 (wherein R4 is halogen, hydroxyl, (C1–C6) alkyl, or NR5R6, with R5 and R6 being each H or (C1–C6) alkyl), or the like; and X4 is H, halogen, (C1–C6) alkyl, or (C1–C6) alkoxy, with publicly known compounds being excepted.
摘要翻译：通式（I）的全氟异丙基苯衍生物或其盐，可用作合成各种工业材料（包括农药，药物和表面活性剂）的中间体或原料：其中X 1是H，卤素，甲酰基，任选卤代（C 1 -C 6 -C 6）烷基，（C 1 -C 6 -C 6）烷硫基或类似; X 2是H，卤素，甲酰基，羟基，（C 1 -C 6）烷基，-C（-O）-R 6，（其中R 1是H，卤素，羟基，（C 1 -C 6 -C 6）烷基或NR R 2 R 3和R 3各自为H，C 1-6烷基，烷基等）等; X 3是H，卤素，羟基，氰基，异氰酸酯，肼基，重氮基，-C（-O）-R 1，-SO 2 R 4是（其中R 4是卤素，羟基，（C 1 -C 6 -C 6）烷基，或NR 5 R 6，其中R 5和R 6各自为H或（C 1） C 6 -C 6烷基）等; 和X 4是H，卤素，（C 1 -C 6 -C 6）烷基或（C 1 -C 6 - C 6 -C 6烷氧基，其中公知的化合物除外。

6. 发明授权

US06600074B2 Perfluoroalkylated aniline compound and process for producing the same 有权
标题翻译：全氟烷基化苯胺化合物及其制备方法
公开(公告)号：US06600074B2
公开(公告)日：2003-07-29
申请号：US10206769
申请日：2002-07-29
申请人： Masanobu Onishi , Akihiko Yoshiura , Eiji Kohno , Kenji Tsubata
发明人： Masanobu Onishi , Akihiko Yoshiura , Eiji Kohno , Kenji Tsubata
IPC分类号： C07C21100
CPC分类号： C07C323/41 , C07C209/68 , C07C211/52 , C07C213/08 , C07C215/76 , C07C217/84 , C07C233/15 , C07C271/14 , C07C323/36 , C07D209/08
摘要： The present invention provides an aniline derivative represented by the formula (I) wherein R1 and R2 are each H, (C1-12)alkyl, (C3-8)cycloalkyl, hydroxy(C1-12)alkyl, hydroxycarbonyl (C1-12)alkyl, (C1-6)-alkoxycarbonyl(C1-6)alkyl, —COR8, wherein R8 is H, halo-(C1-12)alkyl, (C3-8)cycloalkyl or (substituted) phenyl, COOR9, wherein R9 is a halo(C1-6)alkyl group, (substituted) phenyl or (substituted) benzyl; R3, R4, R5, R6and R7 are each H, halogen, OH, nitro, halo(C1-12)alkylthio, (substituted)amino-(C1-2)alkyl, (substituted) phenyl, (substituted) benzyl, amino, —N(R10)R11 wherein R10 and R11 are each H, alkyl, cycloalkyl, (substituted) phenyl, (substituted) benzyl, —COR8 or COOR9, or (C2-27)perfluoroalkyl, etc., and a process for producing the aniline derivative. According to the process of the present invention, perfluoroalkylaniline derivatives can be obtained by using various anilines as the substrate with a high position selectivity and high yield.
摘要翻译：本发明提供由式（I）表示的苯胺衍生物，其中R1和R2各自为H，（C1-12）烷基，（C3-8）环烷基，羟基（C1-12）烷基，羟基羰基（C1-12）烷基，（C 1-6） - 烷氧基羰基（C 1-6）烷基，-COR 8，其中R 8为H，卤代（C 1-12）烷基，（C 3-8）环烷基或（取代）苯基，COOR 9，其中R 9为（C 1-6）烷基，（取代的）苯基或（取代的）苄基; R3，R4，R5，R6和R7各自为H，卤素，OH，硝基，卤代（C1-12）烷硫基，（取代的）氨基 - （C1-2）烷基，（取代的）苯基，（取代的） -N（R 10）R 11其中R 10和R 11各自为H，烷基，环烷基，（取代）苯基，（取代的）苄基，-COR 8或COOR 9或（C 2- 27）全氟烷基等，苯胺衍生物。根据本发明的方法，可以通过以高位置选择性和高收率使用各种苯胺作为基材来获得全氟烷基苯胺衍生物。

7. 发明授权

US06717013B2 Perfluoroalkylated aniline compound and process for producing the same 有权
标题翻译：全氟烷基化苯胺化合物及其制备方法
公开(公告)号：US06717013B2
公开(公告)日：2004-04-06
申请号：US10437381
申请日：2003-05-14
申请人： Masanobu Onishi , Akihiko Yoshiura , Eiji Kohno , Kenji Tsubata
发明人： Masanobu Onishi , Akihiko Yoshiura , Eiji Kohno , Kenji Tsubata
IPC分类号： C07C21100
CPC分类号： C07C323/41 , C07C209/68 , C07C211/52 , C07C213/08 , C07C215/76 , C07C217/84 , C07C233/15 , C07C271/14 , C07C323/36 , C07D209/08
摘要： The present invention provides an aniline derivative represented by the formula (I) wherein R1 and R2 are each H, (C1-12)alkyl, (C3-8)cycloalkyl, hydroxy(C1-12)alkyl, hydroxycarbonyl (C1-12)alkyl, (C1-6)-alkoxycarbonyl(C1-6)alkyl, —COR8, wherein R8 is H, halo-(C1-12)alkyl, (C3-8)cycloalkyl or (substituted) phenyl, COOR9, wherein R9 is a halo(C1-6)alkyl group, (substituted) phenyl or (substituted) benzyl; R3, R4, R5, R6 and R7 are each H, halogen, OH, nitro, halo(C1-12)alkylthio, (substituted) amino-(C1-2)alkyl, (substituted) phenyl, (substituted) benzyl, amino, —N(R10)R11 wherein R10 and R11 are each H, alkyl, cycloalkyl, (substituted) phenyl, (substituted) benzyl, —COR8 or COOR9, or (C2-27)perfluoroalkyl, etc., and a process for producing the aniline derivative. According to the process of the present invention, perfluoroalkylaniline derivatives can be obtained by using various anilines as the substrate with a high position selectivity and high yield.
摘要翻译：本发明提供由式（I）表示的苯胺衍生物，其中R 1和R 2各自为H，（C 1-12）烷基，（C 3-8）环烷基，羟基（C 1-12）烷基，羟基羰基（C 1-12）烷基，（C 1-6） - 烷氧基羰基（C 1-6）烷基，-COR 8，其中R 8是H，卤代（C 1-12）烷基，（C 3-8）环烷基或（取代的）苯基，COOR 9，其中R 9是卤代（C 1-6）烷基，（取代的）苯基或（取代的）苄基; R 3，R 4，R 5，R 6和R 7各自为H，卤素，OH，硝基，卤代（C 1-12）烷硫基，（取代的）氨基 - （C1- 2）烷基，（取代的）苯基，（取代的）苄基，氨基，-N（R 10）R 11，其中R 10和R 11各自为H，烷基，环烷基，（取代的），（取代的）苄基，-COR 8或COOR 9或（C2-27）全氟烷基等，以及苯胺衍生物的制备方法。根据本发明的方法，可以通过以高位置选择性和高收率使用各种苯胺作为基材来获得全氟烷基苯胺衍生物。

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