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1. 发明授权

US5596104A Preparation of 3,4,6-trifluorophthalic acid 失效
标题翻译：制备3,4,6-三氟邻苯二甲酸
公开(公告)号：US5596104A
公开(公告)日：1997-01-21
申请号：US77750
申请日：1993-06-18
申请人： Neil J. O'Reilly , William S. Derwin , Henry C. Lin , Deanne M. Nowak
发明人： Neil J. O'Reilly , William S. Derwin , Henry C. Lin , Deanne M. Nowak
IPC分类号： C07C51/00 , C07D209/48
CPC分类号： C07D209/48 , C07C51/00
摘要： 3,4,6-trifluorophthalic acid is prepared in high yield by reaction of a 3,4,6-trichloro-N-substituted phthalimide with potassium fluoride at temperatures in the range of 200.degree. to 270.degree. C. in the absence of a catalyst to form the corresponding trifluoro-N-substituted phthalimide which, in turn, is hydrolyzed to form the 3,4,6-trifluorophthalic acid.
摘要翻译：通过3,4,6-三氯-N-取代的邻苯二甲酰亚胺与氟化钾的反应，在200-270℃的温度下，在不存在的情况下，以高收率制备3,4,6-三氟邻苯二甲酸催化剂形成相应的三氟-N-取代的邻苯二甲酰亚胺，其又被水解形成3,4,6-三氟邻苯二甲酸。

2. 发明授权

US5047553A Tetrafluoro-N-phenylphthalimide 失效
标题翻译：四氟-N-苯基邻苯二甲酰亚胺
公开(公告)号：US5047553A
公开(公告)日：1991-09-10
申请号：US315746
申请日：1989-02-27
申请人： Deanne M. Nowak , Henry C. Lin
发明人： Deanne M. Nowak , Henry C. Lin
IPC分类号： C07D209/48
CPC分类号： C07D209/48
摘要： Chlorinated phthalic anhydrides are converted to fluorinated phthalic acids without dilactone formation by reacting an anhydride with a primary amine under anhydrous conditions to form the corresponding chlorinated-N-substituted phthalimide which in turn is reacted with a fluorinating agent under anhydrous conditions to form the corresponding fluorinated phthalimide which is hydrolyzed to form the corresponding fluorinated phthalic acid.In a preferred embodiment tetrachlorophthalic anhydride is refluxed with aniline in the presence of glacial acetic acid for 5 to 10 hours to form tetrachloro-N-phenylphthalimide which is reacted with KF in sulfolane in the presence of tributylhexadecylophosphonium bromide under nitrogen at 140.degree. C. to 160.degree. C. for 10 to 15 hours to form tetrafluoro-N-phenylphthalimide which in turn is hydrolyzed by refluxing with 50% H.sub.2 SO.sub.4 for 15 to 25 hours. The tetrafluoro-N-phenylphthalimide is a novel compound.The fluorinated phthalic acid products are intermediates for the corresponding fluorinated phthalic anhydrides, fluorinated benzoic acids and fluorinated benzenes.
摘要翻译：氯化邻苯二甲酸酐在无水条件下使酸酐与伯胺反应形成相应的氯代-N-取代邻苯二甲酰亚胺，而在无水条件下与氟化剂反应形成相应的氟化邻苯二甲酸酐，形成相应的氟化邻苯二甲酸酐邻苯二甲酰亚胺，其被水解形成相应的氟化邻苯二甲酸。在优选的实施方案中，四氯邻苯二甲酸酐在冰醋酸存在下与苯胺一起回流5至10小时以形成四氯-N-苯基邻苯二甲酰亚胺，其在氮气下，在140℃在三丁基十六烷基溴化鏻存在下与KF在环丁砜中反应， 160℃10至15小时，形成四氟-N-苯基邻苯二甲酰亚胺，然后通过与50％H 2 SO 4回流15至25小时进行水解。四氟-N-苯基邻苯二甲酰亚胺是一种新型化合物。氟化邻苯二甲酸产物是相应的氟化邻苯二甲酸酐，氟化苯甲酸和氟化苯的中间体。

3. 发明授权

US4876387A Process for preparing 2,4,5-trifluorobenzoic acid 失效
标题翻译： 2,4,5-三氟苯甲酸的制备方法
公开(公告)号：US4876387A
公开(公告)日：1989-10-24
申请号：US315763
申请日：1989-02-27
申请人： Deanne M. Nowak , Henry C. Lin
发明人： Deanne M. Nowak , Henry C. Lin
IPC分类号： C07C51/363 , C07C63/70
CPC分类号： C07C51/363 , C07C227/18 , C07C245/20
摘要： 2,4,5-trifluorobenzoic acid is prepared by converting 4,5-di-fluoroanthranilic acid to the corresponding amine salt, converting the amine salt to the corresponding diazonium tetrafluoroborate and decomposing the tetrafluoroborate in a Schiemann reaction. In a preferred preparation, the 10 percent HCl is added to solid 4,5-difluoroanthranilic acid in sufficient amount to dissolve the solid at 70.degree. C., the amine salt is isolated, aqueous NaNO.sub.2 is added to the isolated amine salt at 0.degree. C., followed by addition of 40 to 50 percent aqueous HBF.sub.4 at 0.degree. C., followed by separation of the tetrafluoroborate by cooling and filtering and then drying, and the dried separated tetrafluoroborate is thermally degraded to 2,4,5-trifluorobenzoic acid by heating at 125.degree. to 140.degree. C.
摘要翻译：通过将4,5-二氟邻氨基苯甲酸转化为相应的胺盐，将胺盐转化成相应的重氮四氟硼酸盐并在Schiemann反应中分解四氟硼酸来制备2,4,5-三氟苯甲酸。在优选的制备方法中，将10％的HCl以足够的量加入到固体的4,5-二氟邻氨基苯甲酸中以在70℃下溶解固体，分离出胺盐，将NaNO 2水溶液在0℃加入到分离的胺盐中然后在0℃下加入40％至50％的HBF 4水溶液，然后通过冷却和过滤分离四氟硼酸，然后干燥，将干燥的分离出的四氟硼酸盐热分解成2,4,5-三氟苯甲酸通过在125°-140℃加热

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