公开(公告)号：KR1020030073450A

公开(公告)日：2003-09-19

申请号：KR1020020013013

申请日：2002-03-11

Applicant: 화일약품주식회사

Inventor： 양민승 ,  이영남 ,  강병규

IPC: C07C231/00

Abstract: PURPOSE: Provided is an industrially available method for producing 2-hydroxy-N-(2-hydroxyethyl)-3- methoxy-5-(2-propenyl)benzamide in substantially higher yield than that of existing method. CONSTITUTION: The method comprises the steps of (i) reacting a compound of formula II with allyl bromide in the presence of alkali to form a compound of formula III; (ii) performing a Claisen rearrangement of the compound of formula III with heating, so as to form a compound of formula IV; and (iii) reacting the compound of formula IV with ethanolamine to form a compound of formula V. In the formulas, R is C1-C9 alkyl group, provided that ethyl group is excluded.

Abstract translation: 目的：提供了一种以比现有方法更高的产率生产2-羟基-N-（2-羟乙基）-3-甲氧基-5-（2-丙烯基）苯甲酰胺的工业上可用的方法。 方法：该方法包括以下步骤：（ⅰ）在碱的存在下使式Ⅱ化合物与烯丙基溴反应，形成式Ⅲ化合物; （ii）通过加热进行式III化合物的Claisen重排，以形成式IV的化合物; 和（iii）使式IV化合物与乙醇胺反应以形成式V化合物。在式中，R是C1-C9烷基，条件是排除乙基。

公开(公告)号：KR1020040049044A

公开(公告)日：2004-06-11

申请号：KR1020020076216

申请日：2002-12-03

Applicant: 화일약품주식회사

Inventor： 양민승 ,  이영남 ,  강병규 ,  손옥재

IPC: C07C217/14

Abstract: PURPOSE: Provided is a method of preparing 1,2,3-tris(2-diethylaminoethoxy)benzene and a method of preparing 1,2,3-tris(2-triethylammoniumethoxy)benzene triiodide, gallamine triethiodide. The process enables industrial mass production with high yield. CONSTITUTION: The method of preparing 1,2,3-tris(2-diethylaminoethoxy)benzene comprises the steps of: (a) making pyrogallol lithium salt by reacting pyrogallol and lithium hydroxide or hydrate thereof; and (b) reacting pyrogallol lithium salt obtained from (a) with diethylaminoethyl chloride at 80-130deg.C. The gallamine triethiodide is obtained by reacting 1,2,3-tris(2-diethylaminoethoxy)benzene obtained from (b) with ethyl iodide. The reaction step of (a) and (b) is one pot reaction and the solvent used is selected from acetone, DMF, dioxane, dimethylsulfoxide, acetonitrile, diglyme or their mixture.

Abstract translation: 目的：提供制备1,2,3-三（2-二乙基氨基乙氧基）苯的方法和制备1,2,3-三（2-三乙基铵乙氧基）苯三碘化物，三乙胺三胺盐的方法。 该工艺可以实现大批量生产。 构成：制备1,2,3-三（2-二乙基氨基乙氧基）苯的方法包括以下步骤：（a）通过将连苯三酚和氢氧化锂或其水合物反应制备连苯三酚锂盐; 和（b）将得自（a）的二苯甲基锂盐与二乙基氨基乙基氯在80-130℃反应。 通过使从（b）获得的1,2,3-三（2-二乙基氨基乙氧基）苯与乙基碘反应，得到三乙胺三乙胺。 （a）和（b）的反应步骤是一锅反应，所用溶剂选自丙酮，DMF，二恶烷，二甲亚砜，乙腈，二甘醇二甲醚或其混合物。

公开(公告)号：KR1020040054203A

公开(公告)日：2004-06-25

申请号：KR1020020081025

申请日：2002-12-18

Applicant: 화일약품주식회사

Inventor： 양민승 ,  이영남 ,  강병규 ,  손옥재

IPC: C07D333/36

Abstract: PURPOSE: A process for preparing erdosteine is provided, thereby minimizing formation of impurities and preparing erdosteine in higher yield under mild condition. CONSTITUTION: The process for preparing erdosteine comprises reacting 3-chloroacetamido-2-oxo-tetrahydrothiophene with mercaptoacetic acid in the presence of base and organic solvent or a mixed solvent of organic solvent and water at 45 to 70 deg. C, wherein the base is selected from sodium carbonate, pyridine, ammonia water, diethylamine, triethylamine, 2,6-lutidine, 2,3-lutidine, 3,4-lutidine, lithium hydroxide or hydrates thereof, calcium hydroxide, potassium carbonate, potassium bicarbonate, potassium acetic acid and sodium acetic acid; and the organic solvent is selected from acetone, acetonitrile, N,N-dimethylformamide, 1,4-dioxane, dimethylsulfoxide, ethanol, methanol, tetrahydrofuran or a mixture thereof.

Abstract translation: 目的：提供制备厄多司坦的方法，从而最小化杂质的形成，并在温和条件下以更高的产率制备厄多糖。 构成：制备厄多司坦的方法包括在碱和有机溶剂或有机溶剂和水的混合溶剂的存在下，在45至70℃下使3-氯乙酰氨基-2-氧代 - 四氢噻吩与巯基乙酸反应。 C，其中碱选自碳酸钠，吡啶，氨水，二乙胺，三乙胺，2,6-二甲基吡啶，2,3-二甲基吡啶，3,4-二甲基吡啶，氢氧化锂或其水合物，氢氧化钙，碳酸钾， 碳酸氢钾，乙酸钾和乙酸钠; 有机溶剂选自丙酮，乙腈，N，N-二甲基甲酰胺，1,4-二恶烷，二甲基亚砜，乙醇，甲醇，四氢呋喃或其混合物。

公开(公告)号：KR1020040027045A

公开(公告)日：2004-04-01

申请号：KR1020020058761

申请日：2002-09-27

Applicant: 화일약품주식회사

Inventor： 양민승 ,  이영남 ,  강병규 ,  염을균 ,  이철위 ,  홍기범

IPC: C07D487/04

Abstract: PURPOSE: A process for producing aromatic cyclic derivatives using palladium-loaded zeolite is provided, thereby simplifying the production process of aromatic cyclic derivatives and reducing the production costs by reuse of palladium as catalyst. CONSTITUTION: A process for producing aromatic cyclic derivatives of the formula(1) using palladium-loaded zeolite comprises reacting a compound of the formula(2) or N-acetylated derivatives thereof with a compound of the formula(3) in the presence of chlorine-containing salt and base using palladium-loaded zeolite as catalyst, wherein X is carbohydrate radical and forms aromatic ring with carbon; the aromatic ring comprises one or more hetero selected from N, S and O and is substituted by C1-C4 alkyl, C1-C4 alkoxy or pyrolidinyl; R1 and R2 are independently hydrogen, C1-C18 alkyl, C1-C18 alkoxy - C1-C18 alkyl, C3-C18 cycloalkenyl, phenyl, C1-C4 alkyl and/or halogen substituted phenyl, benzyl, (tetrahydro-pyran-2-yl) oxy-C1-C18 alkyl, (4-methylphenyl)sulfonyl, thiophenyl optionally substituted with acetyl, quinolinyl, pyridinyl optionally substituted with C1-C18 alkyl, tri-C1-C18 alkyl-silyl, or 4,5-dihydro-thiopenyl optionally substituted with acetyl; and Y is halogen.

Abstract translation: 目的：提供使用负载钯的沸石制备芳族环状衍生物的方法，从而简化芳族环状衍生物的制备方法，并通过重新使用钯作为催化剂降低生产成本。 构成：使用负载钯的沸石制备式（1）的芳族环状衍生物的方法包括使式（2）化合物或其N-乙酰化衍生物与式（3）化合物在氯存在下反应 使用负载钯的沸石作为催化剂的盐和碱，其中X是碳水化合物自由基并与碳形成芳环; 芳环包含一个或多个选自N，S和O的杂原子，并被C 1 -C 4烷基，C 1 -C 4烷氧基或吡咯烷基取代; R1和R2独立地是氢，C1-C18烷基，C1-C18烷氧基-C1-C18烷基，C3-C18环烯基，苯基，C1-C4烷基和/或卤素取代的苯基，苄基，（四氢 - 吡喃-2-基 ）氧基-C 1 -C 18烷基，（4-甲基苯基）磺酰基，任选被乙酰基，喹啉基，任选被C 1 -C 18烷基取代的吡啶基，三-C 1 -C 18烷基 - 甲硅烷基或4,5-二氢 - 用乙酰基取代; Y为卤素。

公开(公告)号：KR100449750B1

公开(公告)日：2004-09-22

申请号：KR1020010078759

申请日：2001-12-13

Applicant: 화일약품주식회사

Inventor： 양민승 ,  우혜경 ,  이영남

IPC: C07C67/30

Abstract: PURPOSE: A process for preparing racemic alkyl 4-chloro-3-hydroxybutyrate is provided to save the manufacturing costs required to produce the desired compound by using inexpensive starting materials under simple reaction conditions. CONSTITUTION: The process for preparing racemic alkyl 4-chloro-3-hydroxybutyrate which is useful as an essential intermediate for oxiracetam utilizes inexpensive alkyl 4-chloroacetoacetate as a starting material. The process is characterized by comprising reducing alkyl 4-chloroacetoacetate represented by the formula(1) in the presence of sodium borohydride and an acid catalyst in an organic solvent to obtain alkyl 4-chloro-3-hydroxybutyrate represented by the formula(2), wherein R is a C1-C4 lower alkyl.

Abstract translation: 目的：提供一种制备4-氯-3-羟基丁酸外消旋烷基酯的方法，通过在简单的反应条件下使用便宜的原料来节省生产所需化合物所需的制造成本。 构成：制备可用作奥拉西坦必需中间体的4-氯-3-羟基丁酸外消旋烷基酯的方法利用廉价的4-氯乙酰乙酸烷基酯作为原料。 该方法的特征在于包括在硼氢化钠和酸催化剂存在下，在有机溶剂中还原由式（1）表示的4-氯乙酰乙酸烷基酯以获得由式（2）表示的4-氯-3-羟基丁酸烷基酯， 其中R是C 1 -C 4低级烷基。

公开(公告)号：KR1020030048748A

公开(公告)日：2003-06-25

申请号：KR1020010078759

申请日：2001-12-13

Applicant: 화일약품주식회사

Inventor： 양민승 ,  우혜경 ,  이영남

IPC: C07C67/30

Abstract: PURPOSE: A process for preparing racemic alkyl 4-chloro-3-hydroxybutyrate is provided to save the manufacturing costs required to produce the desired compound by using inexpensive starting materials under simple reaction conditions. CONSTITUTION: The process for preparing racemic alkyl 4-chloro-3-hydroxybutyrate which is useful as an essential intermediate for oxiracetam utilizes inexpensive alkyl 4-chloroacetoacetate as a starting material. The process is characterized by comprising reducing alkyl 4-chloroacetoacetate represented by the formula(1) in the presence of sodium borohydride and an acid catalyst in an organic solvent to obtain alkyl 4-chloro-3-hydroxybutyrate represented by the formula(2), wherein R is a C1-C4 lower alkyl.

Abstract translation: 目的：提供制备外消旋4-氯-3-羟基丁酸烷基酯的方法，以在简单的反应条件下通过使用廉价的起始原料来节省生产所需化合物所需的制造成本。 构成：用作奥拉西坦的必需中间体的4-氯-3-羟基丁酸外消旋烷基酯的方法利用廉价的4-氯乙酰乙酸烷基酯作为原料。 该方法的特征在于在硼氢化钠和酸催化剂存在下，在有机溶剂中还原由式（1）表示的4-氯乙酰乙酸烷基酯，得到由式（2）表示的4-氯-3-羟基丁酸烷基酯， 其中R是C1-C4低级烷基。