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1. 发明授权

US07750182B2 Process for production of iodine compounds and process for production of high-purity 5-iodo-2-methylbenzoic acid 失效
标题翻译：生产碘化合物的方法和生产高纯度5-碘-2-甲基苯甲酸的方法
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。

2. 发明申请

US20090247789A1 METHOD FOR PRODUCING FLUOROAMINE 失效
标题翻译：生产氟菊酯的方法
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。

3. 发明申请

US20090118547A1 4-(4-ALKYLCYCLOHEXYL)BENZALDEHYDE 有权
标题翻译： 4-（4-甲氧基苄基）苯甲醛
公开(公告)号：US20090118547A1
公开(公告)日：2009-05-07
申请号：US12299980
申请日：2007-05-08
申请人： Mitsuharu Kitamura , Junya Nishiuchi , Norio Fushimi
发明人： Mitsuharu Kitamura , Junya Nishiuchi , Norio Fushimi
IPC分类号： C07C47/546 , C07C45/49
CPC分类号： C07C5/2246 , C07B2200/07 , C07C45/49 , C07C45/67 , C07C45/82 , C07C45/83 , C07C45/85 , C07C47/546 , C07C2527/1206 , C07C2527/1213 , C07C2601/14 , C07C13/28
摘要： A process for effectively producing a 4-(4-alkylcyclohexyl)benzaldehyde, 4-(cyclohexyl)benzaldehyde, a 4-(trans-4-alkylcyclohexyl)benzaldehyde and a (trans-4-alkylcyclohexyl)benzene useful for electronic material applications such as liquid crystals and for pharmaceutical and agrochemical applications, etc., are disclosed. The present invention provides (1) a process for producing a 4-(4-alkylcyclohexyl)benzaldehyde or 4-(cyclohexyl)benzaldehyde by formylating a (4-alkylcyclohexyl)benzene or cyclohexylbenzene with carbon monoxide, (2) a process for producing a 4-(trans-4-alkylcyclohexyl)benzaldehyde by formylating a (4-alkylcyclohexyl)benzene having a cis/trans molar ratio of 0.3 or less with carbon monoxide, and (3) a process for producing a (trans-4-alkylcyclohexyl)benzene by isomerizing a mixture of the cis and trans isomers of a (4-alkylcyclohexyl)benzene, all of the processes being performed in the presence of HF and BF3.
摘要翻译：用于电子材料应用的4-（4-烷基环己基）苯甲醛，4-（环己基）苯甲醛，4-（反-4-烷基环己基）苯甲醛和（反式-4-烷基环己基）苯的方法，液晶，药用和农用化学品等。本发明提供（1）通过用一氧化碳使（4-烷基环己基）苯或环己基苯甲酰化制备4-（4-烷基环己基）苯甲醛或4-（环己基）苯甲醛的方法，（2）通过将顺式/反式摩尔比为0.3以下的（4-烷基环己基）苯与一氧化碳甲酰化，得到4-（反-4-烷基环己基）苯甲醛，（3）制备（反式-4-烷基环己基）苯甲醛的方法，苯通过使（4-烷基环己基）苯的顺式和反式异构体的混合物异构化，所有方法都在HF和BF 3存在下进行。

4. 发明申请

US20060167324A1 High-purity (fluoroalkyl)benzene derivative and process for producing the same 失效
标题翻译：高纯度（氟烷基）苯衍生物及其制备方法
公开(公告)号：US20060167324A1
公开(公告)日：2006-07-27
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： C07C25/13
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。

5. 发明申请

US20060161028A1 Process for production of iodine compounds and process for production of high-purity 5-iodo-2-methylbenzoic acid 失效
标题翻译：生产碘化合物的方法和生产高纯度5-碘-2-甲基苯甲酸的方法
公开(公告)号：US20060161028A1
公开(公告)日：2006-07-20
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
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。

6. 发明授权

US5599981A Process for producing alkylbenzoyl chloride 失效
标题翻译：烷基苯甲酰氯的制备方法
公开(公告)号：US5599981A
公开(公告)日：1997-02-04
申请号：US590598
申请日：1996-01-24
申请人： Norio Fushimi , Kenichi Nakamura , Makoto Takagawa
发明人： Norio Fushimi , Kenichi Nakamura , Makoto Takagawa
IPC分类号： C07C51/58 , C07C63/10
CPC分类号： C07C63/10 , C07C51/58
摘要： Provided is a process for producing alkylbenzoyl chloride which comprises reacting alkylbenzaldehyde with chlorine at a temperature of -10.degree. to 80.degree. C. under a pressure of 5 kg/cm.sup.2 or below in a liquid phase, whereby alkylbenzoyl chloride can be produced in a high yield and at a low price.
摘要翻译：本发明提供烷基苯甲酰氯的制造方法，其特征在于，在液相中，在压力为5kg / cm 2以下的压力下，在-10℃〜80℃的温度下使烷基苯甲醛与氯反应，由此能够高效地生成烷基苯甲酰氯收益率低廉。

7. 发明授权

US5276230A Process for production of 2,6-dimethylnaphthalene 失效
标题翻译：生产2,6-二甲基萘的方法
公开(公告)号：US5276230A
公开(公告)日：1994-01-04
申请号：US944363
申请日：1992-09-14
申请人： Kenji Inamasa , Norio Fushimi , Makoto Takagawa
发明人： Kenji Inamasa , Norio Fushimi , Makoto Takagawa
IPC分类号： B01J23/58 , C07B61/00 , C07C5/393 , C07C5/41 , C07C15/24 , C07C5/00
CPC分类号： B01J23/58 , C07C5/417
摘要： There is disclosed a process for efficiently producing 2,6-dimethylnaphthalene used for the production of polyethylene naphthalate which comprises subjecting 2-methyl-1-(p-tolyl)butene and/or 2-methyl-1-(p-tolyl)butane as a starting raw material to cyclization dehydrogenation reaction by the use of a catalyst comprising a platinum component and at least one component selected from the group consisting of alkali metals and alkaline earth metals each being supported on aluminum oxide. The above process enables the production of the objective compound in a high yield at a low cost by using the catalyst having high safety and stability from the widely available starting material, thereby enhancing the industrial significance of the process.
摘要翻译：公开了一种有效生产用于生产聚萘二甲酸乙二醇酯的2,6-二甲基萘的方法，该方法包括使2-甲基-1-（对甲苯基）丁烯和/或2-甲基-1-（对甲苯基）丁烷作为起始原料，通过使用包含铂成分和至少一种选自碱金属和碱土金属的组分的催化剂进行环化脱氢反应，所述碱金属和碱土金属各自负载在氧化铝上。上述方法能够通过使用来自广泛可得的原料的高安全性和稳定性的催化剂以低成本高产率生产目标化合物，从而提高了该方法的工业意义。

8. 发明授权

US08993774B2 Process for production of aromatic alcohol or heterocyclic aromatic alcohol 有权
标题翻译：生产芳香醇或杂环芳香醇的方法
公开(公告)号：US08993774B2
公开(公告)日：2015-03-31
申请号：US13996759
申请日：2011-12-22
申请人： Yutaka Kanbara , Takafumi Abe , Norio Fushimi
发明人： Yutaka Kanbara , Takafumi Abe , Norio Fushimi
IPC分类号： C07D211/70 , C07B41/02 , C07C29/00 , C07C41/26 , C07C29/128 , C07D213/30 , C07C213/00 , C07C29/09 , B01J23/04
CPC分类号： C07B41/02 , B01J23/04 , C07C29/00 , C07C29/09 , C07C29/128 , C07C41/26 , C07C213/00 , C07D213/30 , C07C33/18 , C07C33/22 , C07C33/26 , C07C33/20 , C07C43/23 , C07C33/46 , C07C215/68
摘要： A process of production of an aromatic alcohol or a heterocyclic aromatic alcohol, containing a step of reacting an aromatic amine or a heterocyclic aromatic amine having an aromatic ring or a heterocyclic aromatic ring having thereon at least one substituent —CHR1NR2R3 (wherein R1, R2 and R3 each independently represent hydrogen, an alkyl group having from 1 to 4 carbon atoms, or a benzyl group), with an alcohol, in the presence of a basic catalyst.
摘要翻译：一种制备芳族醇或杂环芳族醇的方法，其包括使芳族胺或具有芳环的杂环芳族胺或其上具有至少一个取代基的杂环芳族环的芳基胺反应的步骤，其中R1，R2和 R 3各自独立地表示氢，具有1至4个碳原子的烷基或苄基）与醇在碱性催化剂的存在下反应。

9. 发明授权

US07642374B2 Process for producing 5-iodo-2-methylbenzoic acid 失效
标题翻译： 5-碘-2-甲基苯甲酸的制备方法
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。

10. 发明授权

US07638652B2 Method for producing fluoroamine 失效
标题翻译：生产氟胺的方法
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）

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