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1. 发明授权

US08173802B2 Method for producing piperidin-4-one derivative 有权
标题翻译：制备哌啶-4-酮衍生物的方法
公开(公告)号：US08173802B2
公开(公告)日：2012-05-08
申请号：US12311315
申请日：2007-10-10
申请人： Hirohito Oooka , Yasushi Shibata , Hiroki Inoue , Tsutomu Imagawa
发明人： Hirohito Oooka , Yasushi Shibata , Hiroki Inoue , Tsutomu Imagawa
IPC分类号： C07D471/08
CPC分类号： C07D221/22 , C07D221/24 , C07D491/113
摘要： Provided is a method for producing a piperidin-4-one derivative useful as an intermediate for agricultural chemicals or pharmaceutical products. A piperidin-4-one derivative represented by formula (III-a) or formula (III-b) is produced by reacting a cyclic bis(aminol)ether compound represented by formula (I) and an acetone derivative represented by formula (II) in the presence of at least one substance selected from the group consisting of protonic acids, Lewis acids, acid halides and dialkyl sulfuric acids.
摘要翻译：提供可用作农药或药品的中间体的哌啶-4-酮衍生物的制造方法。由式（I-a）或式（III-b）表示的哌啶-4-酮衍生物通过式（I）表示的环状双（氨基醇）醚化合物与由式（II）表示的丙酮衍生物反应制备，在至少一种选自质子酸，路易斯酸，酰卤和二烷基硫酸的物质存在下进行。

2. 发明申请

US20100004455A1 Method for producing piperidin-4-one derivative 有权
标题翻译：制备哌啶-4-酮衍生物的方法
公开(公告)号：US20100004455A1
公开(公告)日：2010-01-07
申请号：US12311315
申请日：2007-10-10
申请人： Hirohito Oooka , Yasushi Shibata , Hiroki Inoue , Tsutomu Imagawa
发明人： Hirohito Oooka , Yasushi Shibata , Hiroki Inoue , Tsutomu Imagawa
IPC分类号： C07D221/02
CPC分类号： C07D221/22 , C07D221/24 , C07D491/113
摘要： Provided is a method for producing a piperidin-4-one derivative useful as an intermediate for agricultural chemicals or pharmaceutical products. A piperidin-4-one derivative represented by formula (III-a) or formula (III-b) is produced by reacting a cyclic bis(aminol)ether compound represented by formula (I) and an acetone derivative represented by formula (II) in the presence of at least one substance selected from the group consisting of protonic acids, Lewis acids, acid halides and dialkyl sulfuric acids.
摘要翻译：提供可用作农药或药品的中间体的哌啶-4-酮衍生物的制造方法。由式（I-a）或式（III-b）表示的哌啶-4-酮衍生物通过式（I）表示的环状双（氨基醇）醚化合物与由式（II）表示的丙酮衍生物反应制备，在至少一种选自质子酸，路易斯酸，酰卤和二烷基硫酸的物质存在下进行。

3. 发明授权

US08461340B2 Method for producing cis-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivative 有权
标题翻译：顺式-3-取代-3-氮杂双环[3.2.1]辛-8-醇衍生物的制备方法
公开(公告)号：US08461340B2
公开(公告)日：2013-06-11
申请号：US12674326
申请日：2008-08-27
申请人： Hiroshi Hakuta , Tsutomu Imagawa , Hirohito Oooka , Shinya Fukuhara
发明人： Hiroshi Hakuta , Tsutomu Imagawa , Hirohito Oooka , Shinya Fukuhara
IPC分类号： C07D221/22
CPC分类号： C07D221/24 , C07B55/00
摘要： There are provided, according to the present invention, a method for producing a cis-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivative, the method characterized in that a trans-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivative or a mixture of the trans- and cis-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivatives is isomerized in the presence of an aluminum compound represented by a formula Al(OR1)3 (wherein R1 represents a hydrocarbon group in which a carbon atom having an oxygen atom bonded thereto is a secondary carbon atom). In the process, a ketone compound may be further added, in addition to the aluminum compound.
摘要翻译：根据本发明，提供顺式-3-取代-3-氮杂双环[3.2.1]辛-8-醇衍生物的制备方法，其特征在于反式-3-取代-3-氮杂双环[3.2.1] 氮杂双环[3.2.1]辛-8-醇衍生物或反式和顺式-3-取代-3-氮杂双环[3.2.1]辛-8-醇衍生物的混合物在代表的铝化合物存在下异构化通过式Al（OR1）3（其中R1表示其中键合有氧原子的碳原子是仲碳原子的烃基）。在该方法中，除了铝化合物之外，还可以加入酮化合物。

4. 发明申请

US20100286398A1 METHOD FOR PRODUCING CIS-3-SUBSTITUTED-3-AZABICYCLO[3.2.1]OCTAN-8-OL DERIVATIVE 有权
标题翻译：用于生产CIS-3-替代3-亚氨基双环[3.2.1] OCT-8-OL衍生物的方法
公开(公告)号：US20100286398A1
公开(公告)日：2010-11-11
申请号：US12674326
申请日：2008-08-27
申请人： Hiroshi Hakuta , Tsutomu Imagawa , Hirohito Oooka , Shinya Fukuhara
发明人： Hiroshi Hakuta , Tsutomu Imagawa , Hirohito Oooka , Shinya Fukuhara
IPC分类号： C07D221/22
CPC分类号： C07D221/24 , C07B55/00
摘要： There are provided, according to the present invention, a method for producing a cis-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivative, the method characterized in that a trans-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivative or a mixture of the trans- and cis-3-substituted-3-azabicyclo[3.2.1]octan-8-ol derivatives is isomerized in the presence of an aluminum compound represented by a formula Al(OR1)3 (wherein R1 represents a hydrocarbon group in which a carbon atom having an oxygen atom bonded thereto is a secondary carbon atom). In the process, a ketone compound may be further added, in addition to the aluminum compound.
摘要翻译：根据本发明，提供顺式-3-取代-3-氮杂双环[3.2.1]辛-8-醇衍生物的制备方法，其特征在于反式-3-取代-3-氮杂双环[3.2.1] 氮杂双环[3.2.1]辛-8-醇衍生物或反式和顺式-3-取代-3-氮杂双环[3.2.1]辛-8-醇衍生物的混合物在代表的铝化合物存在下异构化通过式Al（OR1）3（其中R1表示其中键合有氧原子的碳原子是仲碳原子的烃基）。在该方法中，除了铝化合物之外，还可以加入酮化合物。

5. 发明申请

US20100121054A1 PROCESS FOR PRODUCING SUBSTITUTED METHYLAMINE COMPOUND AND TRIAZINE DERIVATIVE 有权
标题翻译：生产取代的甲基胺化合物和三氮唑衍生物的方法
公开(公告)号：US20100121054A1
公开(公告)日：2010-05-13
申请号：US12596950
申请日：2007-04-24
申请人： Yasushi Shibata , Tsutomu Imagawa
发明人： Yasushi Shibata , Tsutomu Imagawa
IPC分类号： C07D401/14 , C07D213/38
CPC分类号： C07D213/61 , C07B43/04 , C07C209/06 , C07C211/03 , C07C211/48 , C07C211/62 , C07D251/04 , C07D257/08 , C07D277/20 , C07D401/06 , C07D401/14 , C08G73/0627 , C08G73/0644
摘要： The present invention provides a process that enables a substituted methylamine compound which is useful as an intermediate for the production of agricultural chemicals and medicines, to be produced easily, with good yield, and at low cost, and also provides a production intermediate thereof. The process comprises a step of reacting a hexamethylenetetraammonium salt compound represented by a formula (I) with a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) or a mixture of two or more of the oligomers, and a step of hydrolyzing the N-methylidene-substituted methylamine oligomer represented by formula (II) or the mixture of two or more of the oligomers in the presence of an acid. (wherein A represents an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, R represents a hydrogen atom, an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, L represents a halogen atom and the like, and n represents an integer of 2 to 20)
摘要翻译：本发明提供了能够容易地以良好的产率，低成本地制造可用作农药和药品的中间体的取代甲胺化合物的方法，并且还提供其制备中间体。该方法包括使由式（I）表示的六亚甲基四铵盐化合物与碱反应以获得由式（II）表示的N-亚甲基取代的甲基胺低聚物或两种或更多种低聚物的混合物的步骤，以及在酸存在下水解由式（II）表示的N-亚甲基取代的甲胺低聚物或两种或更多种低聚物的混合物的步骤。（其中A表示烃基或杂环基的有机基团或具有取代基的有机基团，R表示氢原子，作为烃基或杂环基的有机基团或所述有机基团具有取代基的基团，L表示卤素原子等，n表示2〜20的整数）

6. 发明申请

US20120071656A1 PROCESS FOR PRODUCING SUBSTITUTED METHYLAMINE COMPOUND AND TRIAZINE DERIVATIVE 审中-公开
标题翻译：生产取代的甲基胺化合物和三氮唑衍生物的方法
公开(公告)号：US20120071656A1
公开(公告)日：2012-03-22
申请号：US13274469
申请日：2011-10-17
申请人： Yasushi SHIBATA , Tsutomu Imagawa
发明人： Yasushi SHIBATA , Tsutomu Imagawa
IPC分类号： C07D251/24
CPC分类号： C07D213/61 , C07B43/04 , C07C209/06 , C07C211/03 , C07C211/48 , C07C211/62 , C07D251/04 , C07D257/08 , C07D277/20 , C07D401/06 , C07D401/14 , C08G73/0627 , C08G73/0644
摘要： The present invention provides a process that enables a substituted methylamine compound which is useful as an intermediate for the production of agricultural chemicals and medicines, to be produced easily, with good yield, and at low cost, and also provides a production intermediate thereof. The process comprises a step of reacting a hexamethylenetetraammonium salt compound represented by a formula (I) with a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) or a mixture of two or more of the oligomers, and a step of hydrolyzing the N-methylidene-substituted methylamine oligomer represented by formula (II) or the mixture of two or more of the oligomers in the presence of an acid. (wherein A represents an organic group, R represents a hydrogen atom, or an organic group, L represents a halogen atom and the like, and n represents an integer of 2 to 20)
摘要翻译：本发明提供了能够容易地以良好的产率，低成本地制造可用作农药和药品的中间体的取代甲胺化合物的方法，并且还提供其制备中间体。该方法包括使由式（I）表示的六亚甲基四铵盐化合物与碱反应以获得由式（II）表示的N-亚甲基取代的甲基胺低聚物或两种或更多种低聚物的混合物的步骤，以及在酸存在下水解由式（II）表示的N-亚甲基取代的甲胺低聚物或两种或更多种低聚物的混合物的步骤。（其中A表示有机基团，R表示氢原子或有机基团，L表示卤素原子等，n表示2〜20的整数）

7. 发明授权

US09000156B2 Process for producing substituted methylamine compound and triazine derivative 有权
标题翻译：制备取代甲胺化合物和三嗪衍生物的方法
公开(公告)号：US09000156B2
公开(公告)日：2015-04-07
申请号：US12596950
申请日：2007-04-24
申请人： Yasushi Shibata , Tsutomu Imagawa
发明人： Yasushi Shibata , Tsutomu Imagawa
IPC分类号： C07D401/06 , C07D401/14 , C07D213/61 , C07D257/08 , C07D277/20 , C07D307/04 , C07D319/14 , C07D339/08 , C07C211/03 , C07C211/48 , C07C211/62 , C07C209/06 , C07B43/04
CPC分类号： C07D213/61 , C07B43/04 , C07C209/06 , C07C211/03 , C07C211/48 , C07C211/62 , C07D251/04 , C07D257/08 , C07D277/20 , C07D401/06 , C07D401/14 , C08G73/0627 , C08G73/0644
摘要： The present invention provides a process that enables a substituted methylamine compound which is useful as an intermediate for the production of agricultural chemicals and medicines, to be produced easily, with good yield, and at low cost, and also provides a production intermediate thereof. The process comprises a step of reacting a hexamethylenetetraammonium salt compound represented by a formula (I) with a base to obtain an N-methylidene-substituted methylamine oligomer represented by a formula (II) or a mixture of two or more of the oligomers, and a step of hydrolyzing the N-methylidene-substituted methylamine oligomer represented by formula (II) or the mixture of two or more of the oligomers in the presence of an acid. (wherein A represents an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, R represents a hydrogen atom, an organic group that is either a hydrocarbon group or a heterocyclic group, or said organic group that has a substituent, L represents a halogen atom and the like, and n represents an integer of 2 to 20)
摘要翻译：本发明提供了能够容易地以良好的产率，低成本地制造可用作农药和药品的中间体的取代甲胺化合物的方法，并且还提供其制备中间体。该方法包括使由式（I）表示的六亚甲基四铵盐化合物与碱反应以获得由式（II）表示的N-亚甲基取代的甲基胺低聚物或两种或更多种低聚物的混合物的步骤，以及在酸存在下水解由式（II）表示的N-亚甲基取代的甲胺低聚物或两种或更多种低聚物的混合物的步骤。（其中A表示烃基或杂环基的有机基团或具有取代基的有机基团，R表示氢原子，作为烃基或杂环基的有机基团或所述有机基团具有取代基的基团，L表示卤素原子等，n表示2〜20的整数）

8. 发明申请

US20070286789A1 Method for Producing Chlorosulfonyl Isocyanate 有权
标题翻译：生产氯磺酰异氰酸酯的方法
公开(公告)号：US20070286789A1
公开(公告)日：2007-12-13
申请号：US10583194
申请日：2004-12-15
申请人： Mutsumi Sugawara , Tsutomu Imagawa , Fumitaka Masui
发明人： Mutsumi Sugawara , Tsutomu Imagawa , Fumitaka Masui
IPC分类号： C01C3/14
CPC分类号： C01C3/145 , C07C303/34 , C07C307/00
摘要： A method for producing chlorosulfonyl isocyanate by reaction of sulfur trioxide with cyanogen chloride, wherein chlorosulfonyl isocyanate or a solution including chlorosulfonyl isocyanate is used as a reaction solvent, sulfur trioxide and cyanogen chloride which are respectively diluted with the chlorosulfonyl isocyanate or the solution including chlorosulfonyl isocyanate are added at the same time to a reaction system in an almost equimolar amount under reflux. By the production method of present invention, chlorosulfonyl isocyanate can be produced from sulfur trioxide and cyanogen chloride in which the yield of the chlorosulfonyl isocyanate is high, the method has excellent operability, number of equipments is reduced, and time for controlling the temperature is saved.
摘要翻译：使用三氧化硫与氯化氰反应制备氯代磺酰基异氰酸酯的方法，其中使用氯磺酰基异氰酸酯或包含氯代磺酰基异氰酸酯的溶液作为反应溶剂，分别用氯磺酰基异氰酸酯或包括氯磺酰基异氰酸酯的溶液稀释的三氧化硫和氯化氰同时加入反应体系中几乎等摩尔量的回流。通过本发明的制造方法，氯代磺酰基异氰酸酯可以由三氧化硫和氯代磺酰基异氰酸酯的产率高的氯化氰制备，该方法具有优异的可操作性，减少了设备数量，节省了控制温度的时间。

9. 发明授权

US07468174B2 Method for producing chlorosulfonyl isocyanate 有权
标题翻译：氯磺酰基异氰酸酯的制备方法
公开(公告)号：US07468174B2
公开(公告)日：2008-12-23
申请号：US10583194
申请日：2004-12-15
申请人： Mutsumi Sugawara , Tsutomu Imagawa , Fumitaka Masui
发明人： Mutsumi Sugawara , Tsutomu Imagawa , Fumitaka Masui
IPC分类号： C01B21/084 , C01B21/086
CPC分类号： C01C3/145 , C07C303/34 , C07C307/00
摘要： A method for producing chlorosulfonyl isocyanate by reaction of sulfur trioxide with cyanogen chloride, wherein chlorosulfonyl isocyanate or a solution including chlorosulfonyl isocyanate is used as a reaction solvent, sulfur trioxide and cyanogen chloride which are respectively diluted with the chlorosulfonyl isocyanate or the solution including chlorosulfonyl isocyanate are added at the same time to a reaction system in an almost equimolar amount under reflux. By the production method of present invention, chlorosulfonyl isocyanate can be produced from sulfur trioxide and cyanogen chloride in which the yield of the chlorosulfonyl isocyanate is high, the method has excellent operability, number of equipments is reduced, and time for controlling the temperature is saved.
摘要翻译：使用三氧化硫与氯化氰反应制备氯代磺酰基异氰酸酯的方法，其中使用氯磺酰基异氰酸酯或包含氯代磺酰基异氰酸酯的溶液作为反应溶剂，分别用氯磺酰基异氰酸酯或包括氯磺酰基异氰酸酯的溶液稀释的三氧化硫和氯化氰同时加入反应体系中几乎等摩尔量的回流。通过本发明的制造方法，氯代磺酰基异氰酸酯可以由三氧化硫和氯代磺酰基异氰酸酯的产率高的氯化氰制备，该方法具有优异的可操作性，减少了设备数量，节省了控制温度的时间。

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