公开(公告)号：US06855731B2

公开(公告)日：2005-02-15

申请号：US10396049

申请日：2003-03-24

Applicant: Leo Ernest Manzer

Inventor： Leo Ernest Manzer

IPC: C07D207/26 ,  C07D207/267 ,  C07D207/27 ,  C07D201/08 ,  A01N43/36 ,  A61K31/4015 ,  C09D11/02 ,  C09K5/00

CPC classification number: C07D207/267 ,  C07D207/27

Abstract: This invention relates to a process for producing 5-methyl-N-aryl-2-pyrrolidone, 5-methyl-N-cycloalkyl-2-pyrrolidone, and 5-methyl-N-alkyl-2-pyrrolidone by reductive amination of levulinic acid esters with nitro compounds utilizing a metal catalyst, which is optionally supported.

Abstract translation: 本发明涉及通过还原胺化乙酰丙酸来制备5-甲基-N-芳基-2-吡咯烷酮，5-甲基-N-环烷基-2-吡咯烷酮和5-甲基-N-烷基-2-吡咯烷酮的方法 使用金属催化剂的硝基化合物的酯，其任选地被负载。

公开(公告)号：US6037477A

公开(公告)日：2000-03-14

申请号：US74604

申请日：1998-05-08

Applicant: Yasutaka Ishii ,  Tatsuya Nakano

Inventor： Yasutaka Ishii ,  Tatsuya Nakano

IPC: C07D307/89 ,  B01J31/02 ,  B01J31/22 ,  C07B61/00 ,  C07C51/23 ,  C07C51/31 ,  C07C51/54 ,  C07C55/12 ,  C07C67/39 ,  C07C69/24 ,  C07C69/78 ,  C07D201/08 ,  C07D309/30 ,  C07D311/76 ,  C07D311/86 ,  C07D313/04 ,  C07D315/00 ,  C07D207/404 ,  C07D207/444 ,  C07D207/448 ,  C07D487/06

CPC classification number: C07D315/00 ,  B01J31/006 ,  B01J31/0247 ,  C07C51/23 ,  C07C51/54 ,  C07C67/39 ,  C07D201/08 ,  C07D309/30 ,  C07D311/86 ,  B01J2231/70 ,  B01J2531/845 ,  B01J31/2208

Abstract: An ether is oxidized with oxygen under an oxidation catalyst comprising an imide compound (such as N-hydroxyphthalimide) or the imide compound and a co-catalyst to produce the corresponding chain or cyclic ester or anhydride. The co-catalyst may be a transition metal compound. The above process provides a process for oxidizing an ether by oxygen efficiently to produce the corresponding oxide (such as an ester, an hydride) with high conversion and selectivity.

Abstract translation: 在包含酰亚胺化合物（例如N-羟基邻苯二甲酰亚胺）或酰亚胺化合物的氧化催化剂和助催化剂下，用氧氧化醚，以产生相应的链或环状酯或酸酐。 助催化剂可以是过渡金属化合物。 上述方法提供了通过氧气有效氧化醚的方法，以高转化率和选择性产生相应的氧化物（如酯，氢化物）。

公开(公告)号：US5936114A

公开(公告)日：1999-08-10

申请号：US108631

申请日：1998-07-01

Applicant: Robert Di Cosimo ,  Robert Donald Fallon ,  John Edward Gavagan ,  Frank Edward Herkes

Inventor： Robert Di Cosimo ,  Robert Donald Fallon ,  John Edward Gavagan ,  Frank Edward Herkes

IPC: C07C255/19 ,  C07C255/23 ,  C07D201/08 ,  C07D207/26 ,  C07D211/76 ,  C07D223/10 ,  C12N9/78 ,  C12N9/88 ,  C12P13/00 ,  C12P17/10 ,  C07C255/29

CPC classification number: C07D211/76 ,  C07C255/19 ,  C07C255/23 ,  C07D201/08 ,  C07D207/26 ,  C07D223/10 ,  C12N9/78 ,  C12N9/88 ,  C12P13/002 ,  C12P13/02 ,  C12P17/10 ,  C12R1/01 ,  Y02P20/52

Abstract: A process for the preparation of five-membered or six-membered ring lactams from aliphatic .alpha.,.omega.-dinitriles has been developed. In the process an aliphatic .alpha.,.omega.-dinitrile is first converted to an ammonium salt of an .omega.-nitrilecarboxylic acid in aqueous solution using a catalyst having an aliphatic nitrilase (EC 3.5.5.7) activity, or a combination of nitrile hydratase (EC 4.2.1.84) and amidase (EC 3.5.1.4) activities. The ammonium salt of the .omega.-nitrilecarboxylic acid is then converted directly to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate .omega.-nitrilecarboxylic acid or .omega.-aminocarboxylic acid. When the aliphatic .alpha.,.omega.-dinitrile is also unsymmetrically substituted at the .alpha.-carbon atom, the nitrilase produces the .omega.-nitrilecarboxylic acid ammonium salt resulting from hydrolysis of the .omega.-nitrile group with greater than 98% regioselectivity, thereby producing only one of the two possible lactam products during the subsequent hydrogenation. A heat-treatment process to select for desirable regioselective nitrilase or nitrile hydratase activities while destroying undesirable activities is also provided.

Abstract translation: 已经开发了从脂肪族α，ω-二腈制备五元或六元环内酰胺的方法。 在该方法中，使用具有脂族腈水解酶（EC 3.5.5.7）活性的催化剂或腈水合酶（EC 4.2）的组合，首先将脂族α，ω-二腈转化为ω-二硝基甲酸的铵盐 .1.84）和酰胺酶（EC 3.5.1.4）活性。 然后通过在水溶液中氢化将ω-二硝基羧酸的铵盐直接转化成相应的内酰胺，而不分离中间体ω-二硝基甲酸或ω-氨基羧酸。 当脂肪族α，ω-二腈在α-碳原子处也不对称取代时，腈水解酶产生由ω-腈基水解产生的ω-亚硝基羧酸铵盐，其具有大于98％的区域选择性，从而仅产生 在随后氢化期间两种可能的内酰胺产物。 还提供了在破坏不期望的活性的同时选择期望的区域选择性腈水解酶或腈水合酶活性的热处理方法。

公开(公告)号：US5723603A

公开(公告)日：1998-03-03

申请号：US665520

申请日：1996-06-17

Applicant: Laurent Gilbert ,  Nathalie Laurain ,  Philippe Leconte ,  Christophe Nedez

Inventor： Laurent Gilbert ,  Nathalie Laurain ,  Philippe Leconte ,  Christophe Nedez

IPC: B01J21/04 ,  B01J25/02 ,  C07B61/00 ,  C07D201/08 ,  C07D223/10

CPC classification number: C07D201/08 ,  Y02P20/52 ,  Y02P20/582

Abstract: The present invention relates to a process for the preparation of lactams from dinitriles. It consists more precisely of a process for the preparation of lactam, linking two stages in series, one of hemihydrogenation of dinitrile to aminonitrile, the other of cyclizing hydrolysis of the aminonitrile after only one simple purification operation. Aliphatic lactams, such as especially epsilon-caprolactam, are base compounds for the preparation of polyamides (polyamide 6 from caprolactam).

Abstract translation: 本发明涉及从二腈制备内酰胺的方法。 它更精确地包括制备内酰胺的方法，将两个连续的两个阶段连接在一起，一个是二腈与氨基腈的半氢化，另一个在只有一个简单的纯化操作之后氨基腈的环化水解。 脂肪族内酰胺，如特别是ε-己内酰胺，是制备聚酰胺（来自己内酰胺的聚酰胺6）的基础化合物。

公开(公告)号：US5502185A

公开(公告)日：1996-03-26

申请号：US358413

申请日：1994-12-19

Applicant: Eberhard Fuchs ,  Tom Witzel

Inventor： Eberhard Fuchs ,  Tom Witzel

IPC: C07D201/08

CPC classification number: C07D201/08 ,  Y02P20/52

Abstract: Cyclic lactams are prepared by reacting an aminocarboxylic acid compound of the formula IH.sub.2 N--(CH.sub.2).sub.m --COR.sup.1 Iwhere R.sup.1 is --OH, --O--C.sub.1 -C.sub.12 -alkyl or --NR.sup.2 R.sup.3 and R.sup.2 and R.sup.3, independently of one another, are each hydrogen, C.sub.1 -C.sub.12 -alkyl or C.sub.5 -C.sub.8 -cycloalkyl and m is an integer from 3 to 12, with water by a process in which the reaction is carried out in the liquid phase using a heterogeneous catalyst.

Abstract translation: 环状内酰胺是通过使式ⅠH2N-（CH2）m-COR1I的氨基羧酸化合物，其中R1是-OH，-O-C1-C12-烷基或-NR2R3，R2和R3彼此独立地进行反应， 各自为氢，C 1 -C 12 - 烷基或C 5 -C 8 - 环烷基，m为3至12的整数，通过使用多相催化剂在液相中进行反应的方法与水反应。

公开(公告)号：US4963673A

公开(公告)日：1990-10-16

申请号：US448902

申请日：1989-12-12

Applicant: Franz Merger ,  Rolf Fischer ,  Claus-Ulrich Priester

Inventor： Franz Merger ,  Rolf Fischer ,  Claus-Ulrich Priester

IPC: C07D201/08

CPC classification number: C07D201/08

Abstract: Caprolactam is prepared by heating a 6-aminocaproic ester in liquid phase in the presence of water to 230.degree.-350.degree. C. under superatmospheric pressure in a reaction medium comprising a liquid aromatic hydrocarbon having a boiling point of from 80.degree. to 240.degree. C. which is inert under reaction conditions, and isolating caprolactam from the reaction mixture.

Abstract translation: 己内酰胺通过在含有沸点为80〜240℃的液体芳烃的反应介质的反应介质中，在高温大气压下，在水存在下，将液体中的6-氨基己酸酯加热到230〜 在反应条件下是惰性的，并从反应混合物中分离己内酰胺。

公开(公告)号：US4814464A

公开(公告)日：1989-03-21

申请号：US31544

申请日：1987-03-30

Applicant: Robert J. Olsen

Inventor： Robert J. Olsen

IPC: C07D207/36 ,  C07D201/08 ,  C07D207/267 ,  C07D207/404

CPC classification number: C07D207/36

Abstract: An improved process for making N-alkylpyrrolidones from a maleic derivative or a succinic derivative which involves catalytically reducing the maleic derivative with hydrogen to succinic anhydride, if the maleic derivative is the starting point, converting succinic anhydride to a N-alkylsuccinimide by ammonolysis-alkylation with a C.sub.1 and C.sub.4 alkanol and ammonia, and catalytically reducing the resulting N-alkylsuccinimide to the N-alkylpyrrolidone.

Abstract translation: 由马来酸衍生物或琥珀酸衍生物制备N-烷基吡咯烷酮的改进方法，其涉及将马来酸衍生物用氢还原成琥珀酸酐，如果马来酸衍生物是起始点，则通过氨解 - 烷基化将琥珀酸酐转化为N-烷基琥珀酰亚胺 与C 1和C 4链烷醇和氨反应，并将所得N-烷基琥珀酰亚胺催化还原成N-烷基吡咯烷酮。

公开(公告)号：US4727078A

公开(公告)日：1988-02-23

申请号：US502603

申请日：1983-06-09

Applicant: Shinji Terao ,  Kohei Nishikawa

Inventor： Shinji Terao ,  Kohei Nishikawa

IPC: C07C51/363 ,  C07D201/08 ,  C07D213/26 ,  C07D213/30 ,  C07D213/32 ,  C07D213/50 ,  C07D213/55 ,  C07D213/57 ,  C07D405/06 ,  C07D409/04 ,  C07D409/06 ,  C07F9/54

CPC classification number: C07D213/30 ,  C07C51/363 ,  C07D201/08 ,  C07D213/26 ,  C07D213/32 ,  C07D213/50 ,  C07D213/55 ,  C07D213/57 ,  C07D405/06 ,  C07D409/04 ,  C07D409/06 ,  C07F9/5407

Abstract: Novel compound of the formula: ##STR1## wherein R.sup.1 is pyridyl group, R.sup.2 is a phenyl group, a thienyl group, a furyl group, a naphthyl group, a benzothienyl group or pyridyl group, which may optionally have a lower alkoxy group, a lower alkyl group, a halogen atom, trifluoromethyl group, a lower alkenyl group or methylenedioxy group, R.sup.3 is hydrogen atom or a lower alkyl group, and n is an integer of 0 to 6, Y is sulphur atom, methylene group or a group of the formula: ##STR2## wherein R.sup.4 is hydrogen atom or acetyl group, and m is 0 or 1, and their pharmaceutically acceptable salts have an inhibitory action on bio-synthesis of thromboxane A.sub.2 (TXA.sub.2) and an effect of accelerating the productivility of prostaglandin I.sub.2 (PGI.sub.2), and can be used for mammals to the prophylaxis or therapy of thrombosis caused by platelet aggregation or ischemic diseases caused by vasospasms in cardiac, cerebral and peripheral circulatory system (e.g. cardiac infarction, apoplexy, infarct of blood vessels in kidney, lung and other organs, pectic ulcer, etc.).

Abstract translation: 下式的新型化合物：其中R 1为吡啶基，R 2为可任选具有低级烷氧基的苯基，噻吩基，呋喃基，萘基，苯并噻吩基或吡啶基， 低级烷基，卤原子，三氟甲基，低级烯基或亚甲二氧基，R3为氢原子或低级烷基，n为0〜6的整数，Y为硫原子，亚甲基或 其中R4为氢原子或乙酰基，m为0或1，其药学上可接受的盐对凝血恶烷A2（TXA2）的生物合成具有抑制作用，并且增加前列腺素的生产性的作用 I2（PGI2），可用于哺乳动物预防或治疗由心脏，脑和周围循环系统（例如心脏梗塞，中风，肾脏血管梗死）引起的血小板聚集或血管痉挛引起的血栓形成， 肺等器官，果胶性溃疡等）。

公开(公告)号：US4628085A

公开(公告)日：1986-12-09

申请号：US771854

申请日：1985-09-03

Applicant: Frank Mares ,  Reginald T-H. Tang ,  James E. Galle ,  Rose M. Federici

Inventor： Frank Mares ,  Reginald T-H. Tang ,  James E. Galle ,  Rose M. Federici

IPC: C07D201/08 ,  C07D223/10

CPC classification number: C07D201/08

Abstract: A process for selective preparation of lactams which comprises contacting, in the vapor phase, an aliphatic or aromatic aminonitrile having the formula HR.sub.1 N--D--CN wherein D is a divalent organic moiety and wherein R.sub.1 is (C.sub.1 -C.sub.4) alkyl or hydrogen with an effective amount of a silica catalyst, in the form of substantially spherical beads having a BET surface area greater than about 250 m.sup.2 /g, preferably between 300 and 500 m.sup.2 /g, and an average pore diameter less than about 20 nanometers preferably 8-10 nanometers at a temperature in the range of about 200.degree. to about 400.degree. C. and at a hydrogen or inert gas flow with a pressure in the range of about 0 to about 300 kPa, in the presence of: (a) ammonia in an amount equal to from 0 to about 50 mole percent of the molar amount of aliphatic or aromatic aminonitrile present; and (b) water in an amount from at least about 1.0 to about 50 times the molar amount of aliphatic or aromatic aminonitrile present for a time sufficient to produce the corresponding lactam is disclosed. The preferred aminonitrile is .epsilon.-aminocapronitrile. A process for the selective conversion of aliphatic or aromatic aminonitriles having the formula HR.sub.1 N--D--CN into the corresponding lactam in the presence of alkyl or aryl mononitrile or alkylene or arylene dinitriles by use of a silica catalyst, preferably a spherical silica catalyst with recovery of substantially all the alkyl or aryl mononitrile or alkylene or arylene dinitrile originally present is also disclosed.

Abstract translation: 一种用于选择性制备内酰胺的方法，其包括使气相中具有式HR1N-D-CN的脂族或芳族氨基腈，其中D是二价有机部分，其中R 1是（C 1 -C 4）烷基或氢， 有效量的二氧化硅催化剂，其BET表面积大于约250m 2 / g，优选在300至500m 2 / g之间的基本上球形的珠粒形式，平均孔径小于约20纳米，优选为8-10 在约200℃至约400℃的温度范围内和在约0至约300kPa范围内的压力为约0至约300kPa范围内的氢气或惰性气体流下，在以下存在下：（a）氨 的量等于存在的脂族或芳族氨基腈的摩尔量的0至约50摩尔％ 并且（b）公开了在足以产生相应的内酰胺的时间内存在的脂族或芳族氨基腈的摩尔量的至少约1.0至约50倍的量。 优选的氨基腈是ε-氨基己腈。 在烷基或芳基单腈或亚烷基或亚芳基二腈的存在下，通过使用二氧化硅催化剂，优选具有回收率的球形二氧化硅催化剂将具有式HR1N-D-CN的脂族或芳族氨基腈选择性转化成相应的内酰胺的方法 基本上所有的烷基或芳基单腈或最初存在的亚烷基或亚芳基二腈也被公开。

公开(公告)号：US4560760A

公开(公告)日：1985-12-24

申请号：US646049

申请日：1984-08-31

Applicant: Roland E. van der Stoel ,  Marcel A. R. Bosma ,  Petrus H. J. Janssen ,  Cornelis G. M. van de Moesdijk

Inventor： Roland E. van der Stoel ,  Marcel A. R. Bosma ,  Petrus H. J. Janssen ,  Cornelis G. M. van de Moesdijk

IPC: C07D201/08

CPC classification number: C07D201/08 ,  Y02P20/52

Abstract: Disclosed is a process for preparing a lactam which consists essentially in the reductive amination in the gas phase of an oxoalkane carboxylic acid having the formula ##STR1## or an alkyl ester thereof, wherein R is an alkyl group having from 1 to 4 carbon atoms and n varies from 2 to 3, and wherein the reaction is carried out:A. in an atmosphere of hydrogen, andB. in the presence of a gas phase reactant selected from the group consisting of gaseous ammonia and a vaporized primary amine, andC. in the presence of a hydrogenation catalyst promoted with an alkali metal.The alkali metal particularly preferred as a promoter is sodium.

Abstract translation: 公开了一种制备内酰胺的方法，该方法主要包括在具有下式的氧代烷烃羧酸或其烷基酯的气相中还原胺化，其中R是具有1至4个碳原子的烷基和 n在2至3之间变化，并且其中反应在氢气氛和氢气氛中进行：A.在选自气态氨和汽化伯胺的气相反应物存在下，和C 在用碱金属促进的氢化催化剂存在下进行。 特别优选的碱金属作为助催化剂是钠。