公开(公告)号：US06429319B1

公开(公告)日：2002-08-06

申请号：US09767668

申请日：2001-01-22

申请人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Tae-Yun Kim ,  Ki-Ho Koh ,  Jin-Woong Kim ,  Choon-Gil Kim

发明人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Tae-Yun Kim ,  Ki-Ho Koh ,  Jin-Woong Kim ,  Choon-Gil Kim

IPC分类号： C07D30756

CPC分类号： C07D307/33

摘要： Disclosed is a process for the production of optically pure (S)-beta-hydroxy-gamma-butyrolactone through the hydrogenation of substituted carboxylic acid derivatives. A solution containing 1 to 50% by weight of a substituted carboxylic acid derivative is fed at a WHSV of 0.1 to 10 h−1, to a fixed bed reactor which is filled with a catalyst and maintained at a reaction temperature of 50 to 550° C. under a halogen partial pressure of 15 to 5,500 psig. The catalyst is composed of a noble metal as a catalytically effective ingredient which is impregnated in an inorganic oxide as a support. The molar ratio of the hydrogen to the substituted carboxylic acid derivative is maintained at a molar ratio of 1:1 to 10:1. The process can produce optically pure (S)-beta-hydroxy-gamma-butyrolactone with higher purities at higher yields than can conventional techniques. In addition to being relatively simple and environmentally friendly, the process is so economically favorable as to apply to industrial production.

摘要翻译： 公开了通过取代的羧酸衍生物的氢化制备光学纯的（S）-β-羟基-γ-丁内酯的方法。 将含有1至50重量％的取代的羧酸衍生物的溶液以0.1至10小时-1的WHSV加入到填充有催化剂并保持在反应温度为50至550℃的固定床反应器中 C.在15至5,500psig的卤素分压下。 催化剂由作为载体的无机氧化物中浸渍的催化有效成分的贵金属组成。 氢与取代的羧酸衍生物的摩尔比保持在1:1至10:1的摩尔比。 该方法可以以比常规技术更高的产率产生具有更高纯度的光学纯（S）-β-羟基-γ-丁内酯。 除了相对简单和环保，该工艺在经济上也适用于工业生产。

公开(公告)号：US06509504B1

公开(公告)日：2003-01-21

申请号：US09936062

申请日：2001-12-12

申请人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Choon-Gil Kim ,  Ki-Ho Koh

发明人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Choon-Gil Kim ,  Ki-Ho Koh

IPC分类号： C07C21510

CPC分类号： C07C213/02 ,  C07C201/12 ,  C07C215/10 ,  C07C205/15

摘要： Disclosed is a method for preparing serinol (2-amino-1,3-proanediol). From nitromethane, para-formaldehyde and sodium hydroxide, 1-nitro-1,3-propanediol sodium salt is prepared as a medical intermediate. In a fixed bed, this intermediate is allowed to undergo the continuous hydrogenation of 2-nitro-1,3-propanediol sodium salt and methanol as shown in reaction (1). In addition to being simple, the method is economically favorable and affords the high yield and high purity of serinol.

摘要翻译： 公开了一种制备丝氨醇（2-氨基-1,3-丙二醇）的方法。 由硝基甲烷，对甲醛和氢氧化钠制备1-硝基-1,3-丙二醇钠盐作为医疗中间体。 在固定床中，如反应（1）所示，使该中间体进行2-硝基-1,3-丙二醇钠盐和甲醇的连续氢化。 除了简单，该方法在经济上是有利的，并提供高产率和高纯度的丝氨醇。

公开(公告)号：US07214793B2

公开(公告)日：2007-05-08

申请号：US10533052

申请日：2003-11-26

申请人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Ki-Ho Koh ,  Hee-Jun Hwang

发明人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Ki-Ho Koh ,  Hee-Jun Hwang

IPC分类号： C07D281/16

CPC分类号： C07D281/16

摘要： Disclosed is a method of preparing 10H-dibenzo[b,f][1,4]thiazepin-11-one, including reacting dithiosalicylic acid with 1-chloro-2-nitrobenzene in a basic aqueous solution in the presence or absence of a reducing agent, to prepare 2-(2-nitrophenylsulfuryl)benzoic acid; subjecting the 2-(2-nitrophenylsulfuryl)benzoic acid to nitro group reduction in the presence of hydrogen, a solvent and a heterogeneous metal catalyst, to prepare 2-(2-aminophenylsulfuryl)benzoic acid; and directly cyclizing the 2-(2-aminophenylsulfuryl)benzoic acid in an organic solvent in the presence or absence of an acid catalyst. The method according to the present invention is economical due to the use of the inexpensive starting material, and also environmentally friendly and efficient by minimizing the use of the organic solvent and performing direct cyclization without the activation of carboxylic acid.

摘要翻译： 公开了一种制备10H-二苯并[b，f] [1,4]硫杂吖庚因-11-酮的方法，包括在存在或不存在还原剂的情况下，将二硫代水杨酸与1-氯-2-硝基苯在碱性水溶液中反应 制备2-（2-硝基苯基硫基）苯甲酸; 在氢气，溶剂和非均相金属催化剂的存在下使2-（2-硝基苯基亚磺酰基）苯甲酸进行硝基还原，制备2-（2-氨基苯基硫基）苯甲酸; 并在酸催化剂存在或不存在下，在有机溶剂中直接环化2-（2-氨基苯基硫基）苯甲酸。 根据本发明的方法由于使用廉价的起始材料而是经济的，并且通过最小化有机溶剂的使用并且在没有羧酸活化的情况下进行直接环化，也是环境友好和有效的。

公开(公告)号：US20070066589A1

公开(公告)日：2007-03-22

申请号：US10533052

申请日：2003-11-26

申请人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Ki-Ho Koh ,  Hee-Jun Hwang

发明人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Ki-Ho Koh ,  Hee-Jun Hwang

IPC分类号： A61K31/554

CPC分类号： C07D281/16

摘要： Disclosed is a method of preparing 10H-dibenzo[b,f][1,4]thiazepin-11-one, including reacting dithiosalicylic acid with 1-chloro-2-nitrobenzene in a basic aqueous solution in the presence or absence of a reducing agent, to prepare 2-(2-nitrophenylsulfuryl)benzoic acid; subjecting the 2-(2-nitrophenylsulfuryl)benzoic acid to nitro group reduction in the presence of hydrogen, a solvent and a heterogeneous metal catalyst, to prepare 2-(2-aminophenylsulfuryl)benzoic acid; and directly cyclizing the 2-(2-aminophenylsulfuryl)benzoic acid in an organic solvent in the presence or absence of an acid catalyst. The method according to the present invention is economical due to the use of the inexpensive starting material, and also environmentally friendly and efficient by minimizing the use of the organic solvent and performing direct cyclization without the activation of carboxylic acid.

摘要翻译： 公开了一种制备10H-二苯并[b，f] [1,4]硫杂吖庚因-11-酮的方法，包括在存在或不存在还原剂的情况下，将二硫代水杨酸与1-氯-2-硝基苯在碱性水溶液中反应 制备2-（2-硝基苯基硫基）苯甲酸; 在氢气，溶剂和非均相金属催化剂的存在下使2-（2-硝基苯基亚磺酰基）苯甲酸进行硝基还原，制备2-（2-氨基苯基硫基）苯甲酸; 并在酸催化剂存在或不存在下，在有机溶剂中直接环化2-（2-氨基苯基硫基）苯甲酸。 根据本发明的方法由于使用廉价的起始材料而是经济的，并且通过最小化有机溶剂的使用并且在没有羧酸活化的情况下进行直接环化，也是环境友好和有效的。

公开(公告)号：US20060052617A1

公开(公告)日：2006-03-09

申请号：US10528246

申请日：2002-09-18

申请人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Tae-Yun Kim ,  Ki-Ho Koh ,  Jin-Woong Kim ,  Sang-Il Lee

发明人： Byong-Sung Kwak ,  Ki-Nam Chung ,  Tae-Yun Kim ,  Ki-Ho Koh ,  Jin-Woong Kim ,  Sang-Il Lee

IPC分类号： C07D305/12

CPC分类号： C07D307/33 ,  C07D307/32

摘要： Disclosed is a continuous process for the production of optically pure (S)-β-hydroxy-γ-butyrolactone having constantly maintained optical activity, consisting of hydrogenating 2-50 wt % of a substituted carboxylic acid derivative in a solvent using a fixed bed reactor filled with a precious metal catalyst-impregnated inorganic oxide carrier at 50-500° C. under pressure of 15-5,500 psig at weight-space-velocity of 0.1-10 h−1, in which a molar ratio of hydrogen to carboxylic acid derivative ranges from 2 to 10. The desired material can be produced in higher optical purity and at higher yield by the current process which is relatively simpler and environmentally safer than conventional processes. Additionally, increased production efficiency leads to production of the desired material on a large scale.

摘要翻译： 公开了一种用于生产具有持续保持光学活性的光学纯（S）-β-羟基-γ-丁内酯的连续方法，其包括使用固定床反应器在溶剂中2-50重量％的取代的羧酸衍生物 在50-500℃下在15-5,500psig的压力下填充贵重金属催化剂浸渍的无机氧化物载体，重量 - 空间速度为0.1-10小时-1，其中摩尔 氢与羧酸衍生物的比例范围为2至10.所需材料可以通过现有方法以更高的光学纯度和更高的产率生产，其比常规方法相对简单且环境更安全。 此外，提高的生产效率导致所需材料的大规模生产。