公开(公告)号：US08063205B2

公开(公告)日：2011-11-22

申请号：US12065347

申请日：2006-08-30

申请人： Shoji Hara ,  Tsuyoshi Fukuhara ,  Toshio Hidaka

发明人： Shoji Hara ,  Tsuyoshi Fukuhara ,  Toshio Hidaka

IPC分类号： C07D263/12 ,  C07D263/16 ,  C07D263/56 ,  C07D265/08 ,  C07D277/10 ,  C07D279/06

CPC分类号： C07D263/12 ,  C07D263/16 ,  C07D263/56 ,  C07D265/08 ,  C07D277/10

摘要： The present invention is a method for producing a 2-oxazoline analogue or a 1,3-oxazine analogue represented by the following general formula (3) by reacting a 1,2-aminoalcohol compound or a 1,2-aminothiol compound with an α,α-dihaloamine compound.(In the formula, n represents 0 or 1, and R represents an oxygen atom or a sulfur atom. R1, R2 and R3 each represents an atom or a group shown in Group 1 to Group 3, and R0 represents an atom or a group shown in Group 2 or Group 3. Two or more of R1, R2 and R3 may be bonded to each other to form a ring.Group 1: a hydrogen atom, a halogen atom, a nitro group, a cyano group, a formyl group, a carboxyl group, a sulfonyl group, a sulfinoyl group or a sulfenyl group;Group 2: an alkyl group, which may have an arbitrary substituent, an aryl group or an aralkyl group; andGroup 3: an alkyl-substituted, aryl-substituted or aralkyl-substituted oxy group, a carbonyl group, an oxycarbonyl group, a carbonyloxy group, a thio group, a sulfonyl group, a sulfinoyl group or a sulfenyl group)

摘要翻译： 本发明是通过使1,2-氨基醇化合物或1,2-氨基硫醇化合物与α反应生成2-恶唑啉类似物或由以下通式（3）表示的1,3-恶嗪类似物的方法， ，α-二卤代胺化合物。 （式中，n表示0或1，R表示氧原子或硫原子，R1，R2和R3各自表示1〜3族所示的原子或基团，R0表示原子或基团） 第1组：氢原子，卤素原子，硝基，氰基，甲酰基等。另外，R 1，R 2，R 3可以相互结合形成环。 ，羧基，磺酰基，亚磺酰基或亚磺酰基;第2族：可以具有任意取代基的烷基，芳基或芳烷基;第3族：烷基取代的芳基 - 取代或芳烷基取代的氧基，羰基，氧羰基，羰氧基，硫基，磺酰基，亚磺酰基或亚磺酰基）

公开(公告)号：US07642374B2

公开(公告)日：2010-01-05

申请号：US10563088

申请日：2004-07-01

申请人： Takafumi Yoshimura ,  Toshio Hidaka ,  Yoshifumi Sato ,  Norio Fushimi ,  Kazuhiro Yamada

发明人： Takafumi Yoshimura ,  Toshio Hidaka ,  Yoshifumi Sato ,  Norio Fushimi ,  Kazuhiro Yamada

IPC分类号： C07C51/42

CPC分类号： C07C51/363 ,  C07C63/70

摘要： The present invention provides a process for producing 5-iodo-2-methylbenzoic acid through iodination of 2-methylbenzoic acid, the process including, as essential steps, a reaction step of iodinating 2-methylbenzoic acid in the presence of a microporous compound, iodine, an oxidizing agent, and acetic anhydride, and a purification step including sublimation, distillation, crystallization, or a combination of two or more of these. According to the present invention, 5-iodo-2-methylbenzoic acid, which is useful for producing functional chemicals such as drugs, can be produced at high purity and high yield in a simple manner. Since the production process includes a simple reaction step and a simple separation/purification step, the load of purification is mitigated. In addition, the microporous compound such as a zeolite catalyst which has been separated and recovered from the reaction mixture can be repeatedly employed after performing of a simple treatment. Thus, the production process ensures a long service life of catalysts and high efficiency.

摘要翻译： 本发明提供了通过2-甲基苯甲酸碘化生产5-碘-2-甲基苯甲酸的方法，该方法包括作为必要步骤的步骤，在微孔化合物存在下碘化2-甲基苯甲酸，碘 ，氧化剂和乙酸酐，以及包括升华，蒸馏，结晶或这些中的两种或更多种的组合的纯化步骤。 根据本发明，可以以高纯度和高产率以简单的方式制备可用于制备功能性化学物质如药物的5-碘-2-甲基苯甲酸。 由于生产过程包括简单的反应步骤和简单的分离/纯化步骤，减轻了纯化负荷。 此外，在进行简单处理之后，可以重复使用从反应混合物中分离回收的微孔化合物如沸石催化剂。 因此，生产过程确保催化剂的使用寿命长，效率高。

公开(公告)号：US07638652B2

公开(公告)日：2009-12-29

申请号：US12373583

申请日：2007-07-11

申请人： Takafumi Yoshimura ,  Toshio Hidaka ,  Norio Fushimi

发明人： Takafumi Yoshimura ,  Toshio Hidaka ,  Norio Fushimi

IPC分类号： C07C209/50

CPC分类号： C07C249/02 ,  C07C251/24

摘要： Provided is a one-step efficient production method for an α,α-difluoroamine of a general formula (1) below from an amide compound. The method is an economical method capable of producing the intended α,α-difluoroamine at high yield by reacting a starting amide compound with carbonyl fluoride and/or oxalyl fluoride under a specific condition.Formula (1)

摘要翻译： 本发明提供从酰胺化合物制备下述通式（1）的α，α-二氟胺的一步高效制备方法。 该方法是能够通过在特定条件下使起始酰胺化合物与碳酰氟和/或草酰氟反应而以高产率生产所需的α，α-二氟胺的经济方法。 公式1）

公开(公告)号：US07405331B2

公开(公告)日：2008-07-29

申请号：US10512990

申请日：2003-04-24

申请人： Toshio Hidaka ,  Norio Fushimi ,  Takafumi Yoshimura ,  Takeshi Kawai

发明人： Toshio Hidaka ,  Norio Fushimi ,  Takafumi Yoshimura ,  Takeshi Kawai

IPC分类号： C07C22/08

CPC分类号： C07C45/41 ,  C07B39/00 ,  C07C29/147 ,  C07C39/24 ,  C07C45/45 ,  C07C45/63 ,  C07C47/55 ,  C07C49/80 ,  C07C51/04 ,  C07C51/62 ,  C07C67/307 ,  C07C211/29 ,  C07C233/65 ,  C07C255/50 ,  C07C63/72 ,  C07C63/70 ,  C07C69/76 ,  C07C33/46

摘要： The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.

摘要翻译： 本发明的（氟代烷基）苯衍生物的制造方法包括使烷基苯衍生物中的第1族第1族过渡金属的含量以金属原子换算为500ppm以下的步骤; 通过光卤化来卤化纯化的烷基苯衍生物的支链烷基以获得（卤代烷基）苯衍生物的步骤; 以及使用每10摩尔（卤代烷基）苯衍生物为10摩尔以上的HF的（卤代烷基）苯衍生物进行卤 - 氟交换的工序。 通过该方法制备的（氟代烷基）苯衍生物的残留卤素和残余金属等杂质含量降低，可用作药物和电子材料等应用中的功能性化学产品的中间体。

公开(公告)号：US6153798A

公开(公告)日：2000-11-28

申请号：US121307

申请日：1998-07-23

申请人： Toshio Hidaka ,  Emiko Yokose

发明人： Toshio Hidaka ,  Emiko Yokose

IPC分类号： B01J29/85 ,  C07C209/16 ,  C07C211/04

CPC分类号： C07C209/16 ,  B01J29/85 ,  B01J2229/32

摘要： Dimethylamine is prepared from a reaction of methanol with ammonia or monomethylamine or a disproportionation reaction of monomethylamine, in the presence of a catalyst of silica-modified crystalline silicoaluminophosphate molecular sieve or silica-modified SAPO.

摘要翻译： 在二氧化硅改性的结晶硅铝磷酸盐分子筛或二氧化硅改性的SAPO的催化剂存在下，由甲醇与氨或一甲基胺或单甲胺的歧化反应制备二甲胺。

公开(公告)号：US4871867A

公开(公告)日：1989-10-03

申请号：US176180

申请日：1988-03-31

申请人： Toshio Hidaka ,  Tetsuo Mizuno

发明人： Toshio Hidaka ,  Tetsuo Mizuno

IPC分类号： C07D301/27 ,  B01J31/02 ,  C07D301/00 ,  C07D303/36 ,  C08G59/32

CPC分类号： C07D303/36 ,  C08G59/3227

摘要： Process for producing a polyglycidylamino compound characterized by comprising:(I) an addition reaction step at which a diamine is reacted with an excess amount, based on diamine, of an epihalohydrin in the presence of water,(II) a primary dehydrohalogenatin reaction step at which the addition reaction mixture from the step (I) is reacted with a halogen-removing agent in the co-presence of at least one phase transfer catalyst,(III) a step at which the dehydrohalogenation reaction mixture from the step (II) is separated into an organic phase and a water phase by adding water thereto, and an unreacted epihalohydrin is distilled off from the organic phase,(IV) a step at which the reaction mixture from the step (II) is washed with water,(V) a secondary dehydrohalogenation reaction step at which the crude polyglycidylamino compound from the step (IV) is reacted with a halogen-removing agent in the co-presence of at least one phase transfer catalyst, and(VI) a step at which the dehydrohalogenation reaction mixture from the step (V) is washed with water.

公开(公告)号：US07750182B2

公开(公告)日：2010-07-06

申请号：US10545005

申请日：2004-02-10

申请人： Toshio Hidaka ,  Takafumi Yoshimura ,  Yoshifumi Sato ,  Norio Fushimi ,  Masaharu Doya

发明人： Toshio Hidaka ,  Takafumi Yoshimura ,  Yoshifumi Sato ,  Norio Fushimi ,  Masaharu Doya

IPC分类号： C07C17/00 ,  C07C63/04

CPC分类号： C07C253/30 ,  C07B39/00 ,  C07C17/12 ,  C07C17/156 ,  C07C17/158 ,  C07C51/363 ,  C07C51/43 ,  C07C25/02 ,  C07C25/13 ,  C07C25/18 ,  C07C25/125 ,  C07C63/70 ,  C07C255/50

摘要： Provided is a production method for an iodine compound in which iodine is reacted with a substrate in the presence of a porous material having a pore diameter of 500 nm or less or in the presence of the above porous material and an oxidizing agent and a production process for high purity 5-iodo-2-methylbenzoic acid comprising an iodination reaction step carried out by the above-mentioned, a crystal precipitation and separation step in which a product is precipitated by adding water or cooling and then separated and a purification step in which crystal separated is recrystallized using an organic solvent. According to the production method for an iodine compound described above, iodine can be introduced into various substrates at a high selectivity. Since expensive metals and specific reagents do not have to be used, it can readily be carried out in an industrially scale, and the product having a high purity can be obtained. Further, the process comprising the iodination reaction, separation and purification steps described above makes it possible to readily obtain at a high yield, 5-iodo-2-methylbenzoic acid having a high purity which is useful in uses for functional chemical products such as medicines. The process of the present invention comprising iodination reaction, separation and purification steps is characterized by that it is simple in terms of a procedure and that the purification load is smaller, and it is very advantageous in industrially carrying out.

摘要翻译： 提供一种碘化合物的制造方法，其中碘在孔径为500nm以下的多孔质材料的存在下，或者在上述多孔质材料和氧化剂的存在下，与基材反应，制造方法 包括通过上述进行的碘化反应步骤的高纯度5-碘-2-甲基苯甲酸，其中通过加入水或冷却然后分离产物而沉淀产物的晶体沉淀和分离步骤和纯化步骤，其中 使用有机溶剂重结晶晶体分离。 根据上述碘化合物的制造方法，能够以高选择性将碘引入各种基材中。 由于不需要使用昂贵的金属和特定试剂，因此可以容易地以工业规模进行，可以获得高纯度的产物。 此外，包括上述碘化反应，分离和纯化步骤的方法使得可以容易地以高产率获得具有高纯度的5-碘-2-甲基苯甲酸，其可用于诸如药物的功能性化学产品的用途 。 包括碘化反应，分离和纯化步骤的本发明方法的特征在于它在程序方面简单，净化负荷较小，在工业上非常有利。

公开(公告)号：US20090281309A1

公开(公告)日：2009-11-12

申请号：US12065347

申请日：2006-08-30

申请人： Shoji Hara ,  Tsuyoshi Fukuhara ,  Toshio Hidaka

发明人： Shoji Hara ,  Tsuyoshi Fukuhara ,  Toshio Hidaka

IPC分类号： C07D263/12 ,  C07D265/08

CPC分类号： C07D263/12 ,  C07D263/16 ,  C07D263/56 ,  C07D265/08 ,  C07D277/10

摘要： The present invention is a method for producing a 2-oxazoline analogue or a 1,3-oxazine analogue represented by the following general formula (3) by reacting a 1,2-aminoalcohol compound or a 1,2-aminothiol compound with an α,α-dihaloamine compound.(In the formula, n represents 0 or 1, and R represents an oxygen atom or a sulfur atom. R1, R2 and R3 each represents an atom or a group shown in Group 1 to Group 3, and R0 represents an atom or a group shown in Group 2 or Group 3. Two or more of R1, R2 and R3 may be bonded to each other to form a ring.Group 1: a hydrogen atom, a halogen atom, a nitro group, a cyano group, a formyl group, a carboxyl group, a sulfonyl group, a sulfinoyl group or a sulfenyl group;Group 2: an alkyl group, which may have an arbitrary substituent, an aryl group or an aralkyl group; andGroup 3: an alkyl-substituted, aryl-substituted or aralkyl-substituted oxy group, a carbonyl group, an oxycarbonyl group, a carbonyloxy group, a thio group, a sulfonyl group, a sulfinoyl group or a sulfenyl group)

摘要翻译： 本发明是通过使1,2-氨基醇化合物或1,2-氨基硫醇化合物与α-羟基喹啉类化合物反应来制备由以下通式（3）表示的2-恶唑啉类似物或1,3-恶嗪类似物的方法， ，α-二卤代胺化合物。 （式中，n表示0或1，R表示氧原子或硫原子，R1，R2和R3各自表示1〜3族所示的原子或基团，R0表示原子或基团） 第1组：氢原子，卤素原子，硝基，氰基，甲酰基等。另外，R 1，R 2，R 3可以相互结合形成环。 ，羧基，磺酰基，亚磺酰基或亚磺酰基;第2族：可以具有任意取代基的烷基，芳基或芳烷基;第3族：烷基取代的芳基 - 取代或芳烷基取代的氧基，羰基，氧羰基，羰氧基，硫基，磺酰基，亚磺酰基或亚磺酰基）

公开(公告)号：US20090247789A1

公开(公告)日：2009-10-01

申请号：US12373583

申请日：2007-07-11

申请人： Takafumi Yoshimura ,  Toshio Hidaka ,  Norio Fushimi

发明人： Takafumi Yoshimura ,  Toshio Hidaka ,  Norio Fushimi

IPC分类号： C07C209/50

CPC分类号： C07C249/02 ,  C07C251/24

摘要： Provided is a one-step efficient production method for an α,α-difluoroamine of a general formula (1) below from an amide compound. The method is an economical method capable of producing the intended α,α-difluoroamine at high yield by reacting a starting amide compound with carbonyl fluoride and/or oxalyl fluoride under a specific condition.

摘要翻译： 本发明提供从酰胺化合物制备下述通式（1）的α，α-二氟胺的一步高效制备方法。 该方法是能够通过在特定条件下使起始酰胺化合物与碳酰氟和/或草酰氟反应而以高产率生产所需的α，α-二氟胺的经济方法。

公开(公告)号：US20090198086A1

公开(公告)日：2009-08-06

申请号：US12302362

申请日：2007-05-31

申请人： Toshio Hidaka ,  Takafumi Yoshimura ,  Shoji Hara ,  Tsuyoshi Fukuhara

发明人： Toshio Hidaka ,  Takafumi Yoshimura ,  Shoji Hara ,  Tsuyoshi Fukuhara

IPC分类号： C07C53/21 ,  C07C233/64 ,  C07C209/00 ,  C07C211/01 ,  C07C31/34

CPC分类号： C07C211/29 ,  C07C231/12 ,  Y02P20/582 ,  C07C233/65

摘要： Provided are a fluorous-tag-introduced fluoroamine of a general formula (I), its production method, a method of fluorination of a substrate having functional group containing oxygen with the fluoroamine serving as a fluorinating agent, and a method of recovering a fluorous-tag-introduced amide after the fluorination. The fluoroamine and its production method, as well as the fluorination method with the fluoroamine and the method of recovery of a fluorous-tag-introduced amide are ecological and advantageous in industrial use, as the load for separating and collecting the product after the fluorination with the fluoroamine serving as a fluorinating agent is small. (In the formula, R0 is an alkyl group or an aryl group having substituent(s) of Rf—(CH2)m—; Rf is a perfluoroalkyl group; m is from 0 to 2; R1 and R2 each are an alkyl group or an aryl group.)

摘要翻译： 提供了通式（I）的氟标记导入的氟胺，其制备方法，含氟氧基官能团的底物氟化作为氟化剂的方法，以及回收氟 - 标签引入酰胺后氟化。 氟胺及其制备方法以及氟胺的氟化方法和引入氟标签的酰胺的回收方法在工业上是生态和有利的，作为在氟化后分离和收集产物的负载 作为氟化剂的氟胺是小的。 （式中，R 0为具有Rf - （CH 2）m - 的取代基的烷基或芳基，Rf为全氟烷基，m为0〜2，R 1和R 2各自为烷基或 芳基）