公开(公告)号：US08779125B2

公开(公告)日：2014-07-15

申请号：US13889411

申请日：2013-05-08

Applicant: University of Southampton

Inventor： Robert Raja ,  John Meurig Thomas

IPC: C07C249/04 ,  C07C251/32 ,  C07D201/04

CPC classification number: C07C249/04 ,  B01J27/1853 ,  B01J27/187 ,  B01J29/84 ,  B01J29/85 ,  B01J2229/18 ,  C07C2601/14 ,  C07C251/44

Abstract: A redox ammoximation process in which a ketone or aldehyde is reacted with ammonia and oxygen in the presence of a catalyst; wherein the catalyst is an aluminophosphate based redox catalyst having at least two different redox catalytic sites comprising different transition metal atoms.

Abstract translation: 一种氧化还原氨肟化方法，其中酮或醛在催化剂存在下与氨和氧反应; 其中所述催化剂是具有包含不同过渡金属原子的至少两种不同氧化还原催化位点的磷酸铝基氧化还原催化剂。

公开(公告)号：US08680267B2

公开(公告)日：2014-03-25

申请号：US12997287

申请日：2009-06-10

Applicant: Takahiro Iwahama ,  Tatsuya Nakano ,  Yasutaka Ishii

Inventor： Takahiro Iwahama ,  Tatsuya Nakano ,  Yasutaka Ishii

IPC: C07D201/04 ,  C07D223/10 ,  C07B61/00 ,  C07D251/54

CPC classification number: C07D201/04 ,  C07D223/10 ,  Y02P20/52

Abstract: A process produces an amide or lactam by subjecting an oxime compound to rearrangement in a solvent in the presence of: at least one catalyst selected from the group consisting of an aromatic compound (A1) containing a leaving group bound to a carbon atom constituting the aromatic ring, the aromatic ring including, as a constitutive atom thereof, a heteroatom or including, as a constitutive atom thereof, a carbon atom bound to an electron-withdrawing group, and a compound (A2) containing a structure of Formula (1): -G-LA (1) wherein G represents P, N, S, B or Si atom; and LA represents a leaving group, wherein G is bound to one or more atoms or groups in addition to LA; and a co-catalyst including a halogen-containing organic acid, to give the corresponding amide or lactam, wherein, when the aromatic compound (A1) alone is used as the catalyst, the solvent is at least one solvent selected typically from hydrocarbon solvents. The production process can yield amides or lactams simply in high yields without causing large amounts of by-products such as ammonium sulfate.

Abstract translation: 一种方法是通过使肟化合物在溶剂中进行重排来生成酰胺或内酰胺：在至少一种选自包含与构成芳香族的碳原子结合的离去基团的芳族化合物（A1）的催化剂的存在下， 芳环包括作为其组成原子的杂原子或其包含作为其组成原子的与吸电子基团结合的碳原子，和包含式（1）结构的化合物（A2）： -G-LA（1）其中G表示P，N，S，B或Si原子; 并且LA表示离去基团，其中除了LA之外，G与一个或多个原子或基团结合; 和包含含卤素的有机酸的助催化剂，得到相应的酰胺或内酰胺，其中当单独使用芳族化合物（A1）作为催化剂时，溶剂是通常选自烃溶剂的至少一种溶剂。 生产过程可以简单地以高产率产生酰胺或内酰胺，而不会引起大量副产物如硫酸铵。

公开(公告)号：US08624021B2

公开(公告)日：2014-01-07

申请号：US13497687

申请日：2010-09-24

Applicant: Tsunemi Sugimoto ,  Mitsuru Kishishita ,  Junichi Kugimoto ,  Kazunori Kurosawa ,  Hideo Shimomura ,  Ryouta Yasumatsu

Inventor： Tsunemi Sugimoto ,  Mitsuru Kishishita ,  Junichi Kugimoto ,  Kazunori Kurosawa ,  Hideo Shimomura ,  Ryouta Yasumatsu

IPC: C07D225/02 ,  C07D201/04

CPC classification number: C07D201/04 ,  C07D225/02

Abstract: The present invention provides novel cyclododecanone-O-azacyclotridecen-2-yloxime and cyclododecanone-O-azacyclotridecen-2-yloxime hydrochloride. The invention also provides a process for producing an amide compound wherein cyclododecanone-O-azacyclotridecen-2-yloxime, hydrogen chloride and/or Lewis acid or cyclododecanone-O-azacyclotridecen-2-yloxime hydrochloride are used as a rearrangement catalyst and/or a reaction starting material in a reaction step.

Abstract translation: 本发明提供了新的环十二烷酮-O-氮杂环十二烯-2-基肟和环十二酮-O-氮杂环十二烯-2-基肟酸盐酸盐。 本发明还提供一种制备酰胺化合物的方法，其中使用环十二酮-O-氮杂环十二碳-2-肟，氯化氢和/或路易斯酸或环十二烷酮-O-氮杂环十二烯-2-基肟酸盐酸盐作为重排催化剂和/或 反应步骤中的反应原料。

公开(公告)号：US20130109851A1

公开(公告)日：2013-05-02

申请号：US13658495

申请日：2012-10-23

Applicant: Honeywell International Inc. ,  University of Southampton

Inventor： Alan B. Levy ,  Robert Raja ,  Matthew E. Potter

IPC: C07D201/04 ,  C01B39/54

CPC classification number: B01J29/85 ,  B01J35/002 ,  C01B37/08 ,  C01B39/54 ,  C07D201/04 ,  C07D223/10 ,  C07D225/02 ,  Y02P20/52

Abstract: Methods for producing lactams from oximes by performing a Beckmann rearrangement using a silicoaluminophosphate catalyst are provided. These catalysts may be used in gas phase or liquid phase reactions to convert oximes into lactams. High conversion of oxime and high selectivity for the desired lactams are produced using the disclosed methods, including high conversion and selectivity for ε-caprolactam produced from cyclohexanone oxime and high conversion and selectivity for ω-laurolactam produced from cyclododecanone oxime.

Abstract translation: 提供了通过使用硅铝磷酸盐催化剂进行贝克曼重排来从肟产生内酰胺的方法。 这些催化剂可用于气相或液相反应以将肟转化成内酰胺。 使用所公开的方法产生肟的高转化率和对所需内酰胺的高选择性，包​​括由环己酮肟产生的ε-己内酰胺的高转化率和选择性，以及由环十二烷酮肟产生的ω-月桂内酰胺的高转化率和选择性。

公开(公告)号：US08354527B2

公开(公告)日：2013-01-15

申请号：US12988758

申请日：2009-04-22

Applicant: Yasuhisa Fukuda ,  Junichi Kugimoto ,  Nobuhiro Il

Inventor： Yasuhisa Fukuda ,  Junichi Kugimoto ,  Nobuhiro Il

IPC: C07D201/04 ,  C07D225/02

CPC classification number: C07D201/04 ,  C07D225/02 ,  Y02P20/52

Abstract: The present invention relates to a process for producing an amide or lactam, particularly laurolactam, wherein catalytic amounts of an acidic chloride and a Lewis acid are used in Beckmann rearrangement of an oxime compound. In accordance with the process, side reactions during Beckmann rearrangement can be so controlled that selectivity can be improved and strong coloring in the reaction can be prevented, giving a high-quality amide or lactam.

Abstract translation: 本发明涉及一种制备酰胺或内酰胺，特别是月桂内酰胺的方法，其中在肟化合物的贝克曼重排中使用催化量的酸性氯化物和路易斯酸。 根据该方法，可以控制Beckmann重排期间的副反应，从而可以改善选择性，并且可以防止反应中的强烈着色，得到高质量的酰胺或内酰胺。

公开(公告)号：US08338589B2

公开(公告)日：2012-12-25

申请号：US12993451

申请日：2009-05-19

Applicant: Junichi Kugimoto ,  Nobuhiro Ii ,  Takashi Doi ,  Satoru Fujitsu ,  Tadashi Gotou ,  Hideo Shimomura ,  Ryouta Yasumatsu ,  Joji Kawai

Inventor： Junichi Kugimoto ,  Nobuhiro Ii ,  Takashi Doi ,  Satoru Fujitsu ,  Tadashi Gotou ,  Hideo Shimomura ,  Ryouta Yasumatsu ,  Joji Kawai

IPC: C07D201/04 ,  C07D225/02

CPC classification number: C07D201/04 ,  C07D225/02

Abstract: The present invention relates to a process for producing laurolactam from cyclododecanone oxime by liquid-phase rearrangement reaction using trichlorotriazine as a rearrangement catalyst. The present invention can provide a process which can solve the problem of termination of the reaction at a certain conversion, can prevent an inactive precipitate generated from trichlorotriazine from precipitating in the course of the reaction process, and can remove an inactive precipitate, an active intermediate and a residual catalyst.

Abstract translation: 本发明涉及使用三氯三嗪作为重排催化剂通过液相重排反应从环十二酮肟生产十二内酰胺的方法。 本发明可以提供能够解决在一定转化时终止反应的问题的方法，可以防止三氯三嗪在反应过程中产生的不活泼的沉淀物沉淀，并且可以除去无活性的沉淀物，活性中间体 和残留催化剂。

公开(公告)号：US20100105893A1

公开(公告)日：2010-04-29

申请号：US12543022

申请日：2009-08-18

Applicant: Tatsuya OKUBO ,  Yuki SUZUKI ,  Tsuyoshi MATSUSHITA ,  Tatsuya SUZUKI

Inventor： Tatsuya OKUBO ,  Yuki SUZUKI ,  Tsuyoshi MATSUSHITA ,  Tatsuya SUZUKI

IPC: C07D201/04 ,  C01B39/04

CPC classification number: C07D201/04 ,  C01B37/02 ,  C01B39/36 ,  C01B39/40 ,  Y02P20/52

Abstract: The present invention provides a method which can produce ε-caprolactam with a good selectivity by reacting cyclohexanone oxime with a good conversion in a vapor phase Beckmann rearrangement reaction. Disclosed is a method for producing ε-caprolactam, which comprises performing a vapor phase Beckmann rearrangement reaction of cyclohexanone oxime in the presence of a pentasil type zeolite, wherein the pentasil type zeolite is a zeolite obtained by subjecting a mixture containing a silicon compound, water, and a compound represented by formula (I): [(R1)3N+—(CH2)m—N+(R1)2—(CH2)m—N+(R1)3]·3/n (A)   (I) wherein R1 represents an alkyl group having 1 to 4 carbon atoms, A represents an n-valent anion, m represents an integer of 5 to 7, and n represents an integer of 1 to 3, to a hydrothermal synthesis reaction.

Abstract translation: 本发明提供了一种通过在气相贝克曼重排反应中使环己酮肟与良好的转化率反应，能够以良好的选择性生产“己内酰胺”的方法。 公开了一种生产ε-己内酰胺的方法，其包括在pentasil型沸石存在下进行环己酮肟的气相Beckmann重排反应，其中pentasil型沸石是通过使含有硅化合物的混合物， 水和由式（I）表示的化合物：[（R1）3N + - （CH2）m-N +（R1）2-（CH2）m-N +（R1）3]·3 / n（A） 其中，R1表示碳原子数1〜4的烷基，A表示n价阴离子，m表示5〜7的整数，n表示1〜3的整数。

公开(公告)号：US20100029932A1

公开(公告)日：2010-02-04

申请号：US12519675

申请日：2007-12-20

Applicant: Yasutaka Ishii ,  Takahiro Iwahama ,  Tatsuya Nakano

Inventor： Yasutaka Ishii ,  Takahiro Iwahama ,  Tatsuya Nakano

IPC: C07D225/02 ,  C07D201/04

CPC classification number: C07C231/10 ,  C07D201/04 ,  C07D211/76 ,  C07D223/10 ,  C07D225/02 ,  C07D227/087

Abstract: Disclosed is a process for producing an amide or lactam in a high yield in a simple manner by allowing a rearrangement reaction of an oxime compound to proceed without causing large amounts of by-products such as ammonium sulfate.Specifically, disclosed is a process for producing an amide or lactam in which a corresponding amide or lactam is produced by rearranging an oxime compound in the presence of a compound containing a structure represented by following Formula (1): —Z—X   (1) wherein Z represents P, N, S, B, or Si atom; and X represents a leaving group, where Z is bonded to one or more atoms or groups besides X. In the process, X may be a halogen atom.

Abstract translation: 公开了通过使肟化合物的重排反应进行而不产生大量的副产物如硫酸铵，以简单的方式生产酰胺或内酰胺的方法。 具体地，公开了一种酰胺或内酰胺的制备方法，其中通过在含有下式（1）表示的结构的化合物的存在下重排肟化合物而制备相应的酰胺或内酰胺：-ZX（1）其中Z 表示P，N，S，B或Si原子; 并且X表示离去基团，其中Z与除了X之外的一个或多个原子或基团键合。在该方法中，X可以是卤素原子。

公开(公告)号：US20100029931A1

公开(公告)日：2010-02-04

申请号：US12519662

申请日：2007-12-20

Applicant: Akihiro Shibamoto ,  Takahiro Iwahama ,  Tatsuya Nakano

Inventor： Akihiro Shibamoto ,  Takahiro Iwahama ,  Tatsuya Nakano

IPC: C07D201/04

CPC classification number: C07D201/04 ,  C07D225/02

Abstract: Disclosed is a method for industrially efficiently producing a lactam compound having 8 to 15 carbon atoms at low cost by allowing a rearrangement reaction of a cyclic oxime compound to proceed without causing large amounts of by-products such as ammonium sulfate.[Solving Means] Disclosed is a method for producing a lactam compound, which includes the step of rearranging a cyclic oxime compound in a nonpolar solvent B in the presence of an aromatic compound A to give the lactam compound, in which the aromatic compound A has a leaving group bonded to a carbon atom constituting its aromatic ring and contains, as an atom constituting the aromatic ring, a heteroatom, or a carbon atom bonded with an electron-withdrawing group, the cyclic oxime compound is represented by following Formula (1): wherein “m” denotes an integer of 7 to 14, and the lactam compound is represented by following Formula (2): wherein “m” is as defined above.

Abstract translation: 公开了通过使环状肟化合物的重排反应进行而不产生大量副产物如硫酸铵，从而以低成本工业上有效地制备具有8至15个碳原子的内酰胺化合物的方法。 本发明公开了一种内酰胺化合物的制造方法，其包括在芳香族化合物A的存在下，在非极性溶剂B中重排环状肟化合物的步骤，得到芳香族化合物A具有的内酰胺化合物 与构成芳环的碳原子键合的离去基团，作为构成芳环的杂原子或与吸电子键相连的碳原子，含有下述通式（1）表示的环状肟化合物， ：其中“m”表示7〜14的整数，内酰胺化合物由下式（2）表示，式中，“m”如上所定义。

公开(公告)号：US07482446B2

公开(公告)日：2009-01-27

申请号：US11311604

申请日：2005-12-19

Applicant: Alan Levy ,  Gregory Cleotelis, II ,  James Sawyer ,  Nolan Henrich, III ,  Mohammed Loya ,  Matthew Warren ,  Gregory Moore

Inventor： Alan Levy ,  Gregory Cleotelis, II ,  James Sawyer ,  Nolan Henrich, III ,  Mohammed Loya ,  Matthew Warren ,  Gregory Moore

IPC: C07D201/04 ,  C07D201/16

CPC classification number: C07D201/04

Abstract: Methods are disclosed of producing and purifying at least one amide. In accordance with one of the methods disclosed herein, the at least one amide is produced by providing an organic liquid comprising at least one oxime, providing at least one catalyst, adding the at least one catalyst to the organic liquid to form a rearrangement mass, wherein the rearrangement mass comprises at least one amide, at least one impurity, and the at least one catalyst, and heating the rearrangement mass to a temperature of at least about 115° C. for a period of time in order to sulfonate, break down and/or reduce the concentration of some of the at least one impurity in the rearrangement mass.

Abstract translation: 公开了生产和纯化至少一种酰胺的方法。 根据本文公开的方法之一，通过提供包含至少一种肟的有机液体来提供至少一种酰胺，提供至少一种催化剂，将至少一种催化剂加入到有机液体中以形成重排质量， 其中所述重排质量包含至少一种酰胺，至少一种杂质和所述至少一种催化剂，并且将所述重排质量加热至至少约115℃的温度一段时间以便磺化，分解 和/或降低重排质量中的一些至少一种杂质的浓度。