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1. 发明授权

US5446198A 4-hydroxy-2,3,5-trifluorobenzoic acid and a process for its preparation 失效
标题翻译： 4-羟基-2,3,5-三氟苯甲酸及其制备方法
公开(公告)号：US5446198A
公开(公告)日：1995-08-29
申请号：US167428
申请日：1993-12-15
申请人： Ralf Pfirmann , Rainer Wingen
发明人： Ralf Pfirmann , Rainer Wingen
IPC分类号： C07C51/367 , C07C65/03 , C07C65/05 , C07C59/00
CPC分类号： C07C65/03
摘要： The present invention relates to the novel compound 4-hydroxy-2,3,5-trifluorobenzoic acid and to a process for preparing this novel substance by reacting 2,3,4,5-tetrafluorobenzoic acid at elevated temperature with a basic compound dissolved and/or suspended in water, adding, if desired, a fluoride scavenger, bringing the resulting reaction mixture to a pH of 0 to 6 by addition of an acid, and isolating the 4-hydroxy-2,3,5-trifluorobenzoic acid formed.
摘要翻译：本发明涉及新型化合物4-羟基-2,3,5-三氟苯甲酸，以及通过使2,3,4,5-四氟苯甲酸在升高的温度下与溶解的碱性化合物反应制备该新物质的方法， /或悬浮在水中，如果需要，加入氟化物清除剂，通过加入酸将所得反应混合物的pH调至0至6，并分离形成的4-羟基-2,3,5-三氟苯甲酸。

2. 发明授权

US5849959A Derivatives of 2, 3, 6-trifluorophenols and a process for their preparation 失效
标题翻译： 2,3,6-三氟苯酚的衍生物及其制备方法
公开(公告)号：US5849959A
公开(公告)日：1998-12-15
申请号：US763758
申请日：1996-12-11
申请人： Ralf Pfirmann , Rainer Wingen
发明人： Ralf Pfirmann , Rainer Wingen
IPC分类号： B01J23/72 , C07B61/00 , C07C37/00 , C07C37/62 , C07C39/24 , C07C39/26 , C07C39/27 , C07C41/18 , C07C43/225 , C07C41/00
CPC分类号： C07C39/27 , C07C43/225
摘要： The present invention relates to compounds of the formula (1) ##STR1## where R is H, a straight-chain or branched alkyl radical with 1 to 6 carbons, a fluorinated straight-chain or branched alkyl radical with 1 to 6 carbons, a benzyl radical, or a benzyl radical substituted by an alkyl group or alkoxy group with 1 to 4 carbons each, or by halogen, X is H, Cl, Br or I, and X is different from R, and a process for their preparation.
摘要翻译：本发明涉及式（1）的化合物：其中R是H，具有1至6个碳的直链或支链烷基，具有1至6个碳原子的氟化直链或支链烷基碳原子，苄基或被各自具有1至4个碳的烷基或烷氧基取代的苄基或卤素，X是H，Cl，Br或I，并且X不同于R 他们的准备。

3. 发明授权

US5525258A Trifluorophenylene compounds, process for their preparation, and their use in liquid-crystalline mixtures 失效
标题翻译：三氟苯酚化合物，其制备方法及其在液晶混合物中的应用
公开(公告)号：US5525258A
公开(公告)日：1996-06-11
申请号：US425260
申请日：1995-04-18
申请人： Rainer Wingen , Ralf Pfirmann
发明人： Rainer Wingen , Ralf Pfirmann
IPC分类号： C07C25/18 , C07C25/24 , C07C43/225 , C07C49/225 , C07C69/76 , C07C69/90 , C07C69/92 , C07C69/94 , C07C255/46 , C07C255/50 , C07C255/54 , C07C255/55 , C07C255/56 , C07C321/16 , C07C321/28 , C07D239/26 , C07D239/34 , C07D307/06 , C07D307/24 , C07D405/10 , C07F7/08 , C07F7/12 , C09K19/12 , C09K19/20 , C09K19/30 , C09K19/32 , C09K19/34 , C09K19/40 , G02F1/13 , C09K19/52 , C07C19/08
CPC分类号： C07D239/26 , C07C43/225 , C07C69/90 , C07C69/92 , C07D239/34 , C07F7/0818 , C09K19/12 , C09K19/2007 , C09K19/2014 , C09K19/3068 , C09K19/322 , C09K19/3441 , C09K19/406
摘要： Trifluorophenylene compounds of the formula (I) ##STR1## in which ##STR2## are mesogenic radicals, are useful components for liquid-crystal mixtures.
摘要翻译：式（I）的三氟苯醚化合物其中和是介晶基团是液晶混合物的有用成分。

4. 发明授权

US06407029B1 Mixtures comprising tetrakis(pyrrolidino/piperdino)phosphonium salts 有权
标题翻译：包含四（吡咯烷子基/哌啶子）鏻盐的混合物
公开(公告)号：US06407029B1
公开(公告)日：2002-06-18
申请号：US09617470
申请日：2000-07-17
申请人： Berthold Schiemenz , Thomas Wessel , Ralf Pfirmann , Andreas Beck , Walter Hahn
发明人： Berthold Schiemenz , Thomas Wessel , Ralf Pfirmann , Andreas Beck , Walter Hahn
IPC分类号： B01J2714
CPC分类号： C07C45/63 , C07B39/00 , C07F9/572 , C07F9/59 , C07C47/55
摘要： The present invention relates to mixtures comprising from 70 to 99.5% by weight of a compound of the formula (R)4P+X− (1) and from 30 to 0.5% by weight of a compound of the formula (R)3P═O (2), where R is in each case a radical and X− is an inorganic or organic anion or the equivalent of a multiply charged inorganic or organic anion, also to a process for preparing the mixtures by reacting a phosphorus pentahalide with pyrrolidine or piperidine in the molar ratio 1:6 to 1:50 in the presence of an inert solvent initially at −20 to 80° C., subsequently continuing the reaction at 90 to 180° C., treating the resulting reaction product at 0 to 80° C. with aqueous alkali at a pH of 7 to 15, and separating aqueous and organic phase from one another, and to the use of the mixtures as catalyst and cocatalyst for phase-transfer reactions, nucleophilic substitution reactions or halogen-fluorine exchange reactions.
摘要翻译：本发明涉及包含70-99.5重量％的式（R）4P + X-（1）的化合物和30至0.5重量％的式（R）化合物3P = O的混合物（2），其中R在每种情况下是基团，X是无机或有机阴离子或相当于多电荷无机或有机阴离子，也是通过使五卤化磷与吡咯烷或哌啶反应制备混合物的方法摩尔比1:6至1:50，最初在-20至80℃的惰性溶剂存在下，随后在90至180℃下继续反应，在0至80℃下处理所得反应产物与碱水溶液在pH为7至15，并分离水相和有机相，并将混合物用作催化剂和助催化剂用于相转移反应，亲核取代反应或卤素 - 氟交换反应。

5. 发明授权

US5945556A Process for preparing N-carboxymethylene-4-chloro-anthranilic acid and its dialkyl esters 失效
标题翻译：制备N-羧基亚甲基-4-氯 - 邻氨基苯甲酸及其二烷基酯的方法
公开(公告)号：US5945556A
公开(公告)日：1999-08-31
申请号：US29414
申请日：1998-04-14
申请人： Theodor Papenfuhs , Ralf Pfirmann , Stefan Krause , Doris Neumann-Grimm
发明人： Theodor Papenfuhs , Ralf Pfirmann , Stefan Krause , Doris Neumann-Grimm
IPC分类号： C07C227/18 , C07C229/58 , C07C229/40
CPC分类号： C07C227/18
摘要： A process for preparing N-carboxymethylene-4-chloroanthranilic acid, and its dialkyl esters. The invention relates to a process for preparing N-carboxymethylene-4-chloroanthranilic acid and its dialkyl esters, which comprises reacting 2,4-dichlorobenzoic acid in the presence of a base, of a solvent and of a catalyst with glycine to give N-carboxymethylene-4-chloroanthranilic acid and, where appropriate, reacting the latter in the presence of a base and of a solvent with a dialkyl sulfate, dialkyl carbonate or alkyl halide to give the dialkyl ester.
摘要翻译： PCT No.PCT / EP69 / 03630 Sec。 371日期：1998年4月14日 102（e）1998年4月14日PCT PCT 1996年8月19日PCT公布。出版物WO97 / 08129 日期1997年3月6日制备N-羧基亚甲基-4-氯邻氨基苯甲酸及其二烷基酯的方法。本发明涉及一种制备N-羧基亚甲基-4-氯邻氨基苯甲酸及其二烷基酯的方法，其包括在碱，溶剂和催化剂与甘氨酸的存在下使2,4-二氯苯甲酸反应，得到N- 羧基亚甲基-4-氯邻氨基苯甲酸，并且在适当的情况下，使其在碱和溶剂的存在下与硫酸二烷基酯，碳酸二烷基酯或烷基卤反应，得到二烷基酯。

6. 发明授权

US5874608A Process for the preparation of esters of aromatic carboxylic acid 失效
标题翻译：芳香族羧酸酯的制备方法
公开(公告)号：US5874608A
公开(公告)日：1999-02-23
申请号：US858357
申请日：1997-05-19
申请人： Ralf Pfirmann , Theodor Papenfuhs
发明人： Ralf Pfirmann , Theodor Papenfuhs
IPC分类号： C07B61/00 , C07C67/11 , C07C69/76 , C07C227/18 , C07C229/54 , C07C319/20 , C07C323/62
CPC分类号： C07C67/11
摘要： The present invention relates to a process for the preparation of compounds of the formula (1)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOR (1)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms or OR, NHR, NR.sub.2, SR or COOR, in which R is an alkyl radical having 1 to 4 carbon atoms, Ar is an aryl radical having 6 to 12 carbon atoms and the radical R shown in formula (1) has the above meaning, by reacting a compound of the formula (2)R.sup.1 R.sup.2 R.sup.3 R.sup.4 R.sup.5 ArCOOH (2)in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and are hydrogen, a halogen, an alkyl or alkoxy group having 1 to 6 carbon atoms, OH, NH.sub.2, NHR, SH or COOH and Ar has the same meaning as in formula (1), with a sulfate of the formula (RO).sub.2 SO.sub.2, in which R has the above meaning, in the presence of a water-insoluble tertiary amine and water at a temperature of 10.degree. to 120.degree. C. in the presence or absence of a water-insoluble solvent and with the addition of a base, at a pH of 5 to 12.
摘要翻译：本发明涉及制备式（1）化合物的方法，R1R2R3R4R5ArCOOR（1）其中R1，R2，R3，R4和R5相同或不同，为氢，卤素，烷基或烷氧基，其具有 1至6个碳原子或OR，NHR，NR 2，SR或COOR，其中R是具有1至4个碳原子的烷基，Ar是具有6至12个碳原子的芳基，并且式（1）中所示的基团R ）具有上述含义，通过使式（2）R 1 R 2 R 3 R 4 R 5 ArCOOH（2）的化合物与其中R 1，R 2，R 3，R 4和R 5相同或不同且为氢，卤素，烷基或烷氧基， 6个碳原子，OH，NH 2，NHR，SH或COOH和Ar的定义与式（1）中的含义相同，式（RO）2 SO 2的硫酸盐，其中R具有上述含义，水不溶性叔胺和水，在存在或不存在水不溶性溶剂的情况下，在10〜120℃的温度下加入碱，在pH为 5至12。

7. 发明授权

US5663410A Cis-4-(2,2,3,3-tetrafluoropropoxy)-cinnamonitrile and trans-4-(2,2,3,3-tetrafluoropropoxy)-cinnamonitrile and a process for their preparation 失效
标题翻译：顺式-4-（2,2,3,3-四氟丙氧基） - 肉桂腈和反式-4-（2,2,3,3-四氟丙氧基） - 肉桂腈及其制备方法
公开(公告)号：US5663410A
公开(公告)日：1997-09-02
申请号：US554185
申请日：1995-11-06
申请人： Matthias Beller , Ralf Pfirmann
发明人： Matthias Beller , Ralf Pfirmann
IPC分类号： C07B53/00 , C07C253/30 , C07C253/34 , C07C255/37 , C07C255/07
CPC分类号： C07C253/34 , C07C255/37
摘要： The present invention relates to the compounds cis-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile and trans-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile and to a process for their preparation. The process relates to the preparation of cis-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile and trans-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile or optionally one of these two compounds, by fractionally distilling a mixture containing cis- and trans-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile under reduced pressure, separating off a main fraction containing at least 80% by weight of cis-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile and a main fraction containing at least 80% by weight of trans-4-(2,2,3,3-tetrafluoropropoxy)cinnamonitrile, further purifying these main fractions by means of fractional crystallization or melt crystallization or adjusting one of these main fractions by isomerization to the cis/trans isomer ratio corresponding to the particular thermodynamic equilibrium and returning it to the process and returning the remaining fractions to the process directly or after isomerization.
摘要翻译：本发明涉及顺式-4-（2,2,3,3-四氟丙氧基）肉桂腈和反式-4-（2,2,3,3-四氟丙氧基）肉桂腈的化合物及其制备方法。该方法涉及顺式-4-（2,2,3,3-四氟丙氧基）肉桂腈和反式-4-（2,2,3,3-四氟丙氧基）肉桂腈或任选的这两种化合物之一的制备在减压下蒸馏含有顺式和反式-4-（2,2,3,3-四氟丙氧基）肉桂腈的混合物，分离出含有至少80重量％的顺式-4-（2,2,3,3-四氟丙氧基），3-四氟丙氧基）肉桂腈和含有至少80重量％反式-4-（2,2,3,3-四氟丙氧基）肉桂腈的主要馏分，通过分级结晶或熔融结晶或调节进一步纯化这些主要馏分这些主要部分之一通过异构化到对应于特定热力学平衡的顺式/反式异构体比例并将其返回到该方法中，并将剩余部分直接或异构化后返回至该方法。

8. 发明授权

US5468863A Process for the preparation of substituted 2,3-difluoropyridines 失效
标题翻译：制备取代2,3-二氟吡啶的方法
公开(公告)号：US5468863A
公开(公告)日：1995-11-21
申请号：US19096
申请日：1993-02-18
申请人： Ralf Pfirmann , Theodor Papenfuhs
发明人： Ralf Pfirmann , Theodor Papenfuhs
IPC分类号： B01J31/24 , C07B61/00 , C07D213/61 , C07D211/38
CPC分类号： C07D213/61
摘要： The invention relates to a novel process for the preparation of substituted 2,3-difluoropyridines by reaction of substituted 2,3-halopyridines with fluoride salts in the presence of phase transfer catalysts, preferably in polar aprotic solvents, without removing the resulting substituted 2,3-difluoropyridines continuously from the reaction mixture. The substituted 2,3-difluoropyridines which can be prepared according to the invention are, inter alia, starting materials for the preparation of plant protection agents or pharmaceuticals.
摘要翻译：本发明涉及通过在相转移催化剂存在下，优选在极性非质子传递溶剂中使取代的2,3-卤代吡啶与氟化物盐反应来制备取代的2,3-二氟吡啶的新方法，从反应混合物中连续加入3-二氟吡啶。可根据本发明制备的取代的2,3-二氟吡啶类尤其是用于制备植物保护剂或药物的原料。

9. 发明授权

US5304655A N'-substituted N-amino-3,4,5,6-tetrafluorophthalimides, and processes for their preparation 失效
标题翻译： N-取代的N-氨基-3,4,5,6-四氟邻苯二酰亚胺，及其制备方法
公开(公告)号：US5304655A
公开(公告)日：1994-04-19
申请号：US126794
申请日：1993-09-24
申请人： Theodor Papenfuhs , Ralf Pfirmann
发明人： Theodor Papenfuhs , Ralf Pfirmann
IPC分类号： C07D209/48
CPC分类号： C07D209/48
摘要： Compounds of the formula ##STR1## in which X is the radical ##STR2## where R.sub.1 and R.sub.2 are in each case a hydrogen atom, an alkyl-(C.sub.1 -C.sub.10) group, aryl group, alkyl(C.sub.1 -C.sub.6)-CO group or aryl-CO group, where the aryl or aryl-CO group in the case of R.sub.1 and R.sub.2 can be substituted on the aromatic ring by fluorine and/or chlorine atoms and/or alkyl(C.sub.1 -C.sub.4) groups, or R.sub.1 and R.sub.2 together are a phthaloyl radical which can be substituted on the aromatic ring by 4 chlorine atoms or 4 fluorine atoms, or where X is the radical ##STR3## which can be substituted on the aromatic ring by fluorine and/or chlorine atoms and/or alkyl(C.sub.1 -C.sub.4) groups, and processes for their preparation.
摘要翻译：式（1）的化合物，其中X是基团，其中R 1和R 2各自为氢原子，烷基 - （C 1 -C 10）基团，芳基，烷基（C 1 -C 6） -CO基或芳基-CO基，其中在R1和R2的情况下的芳基或芳基-CO基可以在芳环上被氟和/或氯原子和/或烷基（C1-C4）基团取代，或 R1和R2一起是可以在芳环上被4个氯原子或4个氟原子取代的邻苯二甲酰基，或其中X是可以在芳环上被氟和/或氯原子取代的基团， /或烷基（C 1 -C 4）基团，及其制备方法。

10. 发明授权

US5227535A Process for the preparation of 2-nitro-5-fluoro- or -5-chlorophenol 失效
标题翻译： 2-硝基-5-氟或5-氯苯酚的制备方法
公开(公告)号：US5227535A
公开(公告)日：1993-07-13
申请号：US957674
申请日：1992-10-07
申请人： Ralf Pfirmann , Theodor Papenfuhs , Klaus Forstinger
发明人： Ralf Pfirmann , Theodor Papenfuhs , Klaus Forstinger
IPC分类号： C07C201/12 , C07C205/26
CPC分类号： C07C201/12
摘要： The present invention relates to a process for the preparation of isomerically pure 2-nitro-5-fluoro- or -5-chlorophenol, by reacting 2,4-difluoronitrobenzene or 2,4-dichloronitrobenzene with aqueous alkali metal or alkaline earth metal hydroxide solution or suspension in the absence of organic solvents or other solubility promoting substances at temperatures from about 20.degree. C. to about 190.degree. C., adjusting the pH of the reaction mixture to about 1 to about 6 by the addition of acid, steam distilling the resultant product and isolating it from the distillate after cooling.
摘要翻译：本发明涉及通过2,4-二氟硝基苯或2,4-二氯硝基苯与碱金属或碱土金属氢氧化物水溶液的反应来制备异构纯的2-硝基-5-氟 - 或-5-氯苯酚的方法或在约20℃至约190℃的温度下不存在有机溶剂或其它促溶解物质的悬浮液，通过加入酸将反应混合物的pH调节至约1至约6，蒸馏蒸馏冷却后将其与馏出物分离。

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