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1. 发明授权

KR101940994B1 4‘-포르밀-4-비페닐카르복실산의 신규 제조방법 有权
公开(公告)号：KR101940994B1
公开(公告)日：2019-01-23
申请号：KR1020160177398
申请日：2016-12-23
申请人： (주)위즈켐
发明人： 조양래 , 이석원 , 정현윤
IPC分类号： C07C51/16 , C07C51/50 , B01J27/053

2. 发明公开

KR1020170136165A 4'-히드록시-4-비페닐카르복실산의 신규 제조 방법 审中-实审
标题翻译：制备4'-羟基-4-联苯羧酸的方法
公开(公告)号：KR1020170136165A
公开(公告)日：2017-12-11
申请号：KR1020160067854
申请日：2016-06-01
申请人： (주)위즈켐
发明人： 이석원 , 오재민 , 정현윤 , 이원지 , 조양래
IPC分类号： C07C51/50 , C07C65/05 , C07C211/63
CPC分类号： C07C51/50 , C07C65/05 , C07C211/63
摘要： 본발명은하기화학식 1의 4'-히드록시-4-비페닐카르복실산의신규의제조방법에관한것으로, 하기화학식 2의화합물로부터가수분해반응을통하여제조하는것을특징으로한다: [화학식 1][화학식 2]상기화학식 2에서, R은탄소수 1~6의알킬, 시클로알킬, 또는아릴기이고, R은수소또는알킬기이고, X는염소, 브롬, 요오드, 메탄설포네이트, 벤젠설포네이트, 톨루엔설포네이트에서선택되는이탈기이고, 4차아민염으로는세 개의서로같거나다른알킬기나방향족탄화수소로이루어지는아민염, 또는피리딘과같이고리화된방향족아민염이다.
摘要翻译：本发明涉及用于制备由以下通式（1）表示的4'-羟基-4-联苯羧酸的新型方法，其特征在于其由以下通式其中R为具有1至6个碳原子的烷基，环烷基或芳基，R为氢或烷基，X为氯，溴，碘，甲磺酸酯，苯磺酸酯，甲苯磺酸盐，季胺盐是由三个相同或不同的烷基或芳族烃或环化的芳族胺盐如吡啶组成的胺盐。

3. 发明公开

KR1020130122384A 고순도 2-(트리시클로［5.2.1.02,6］데칸-3-엔-8-일옥시)에탄올의 제조방법 有权
标题翻译：高纯度2-（TRICYCLO [5.2.1.02,6] DEC-3-EN-8-YLOXY）乙醇的制备方法
公开(公告)号：KR1020130122384A
公开(公告)日：2013-11-07
申请号：KR1020120045669
申请日：2012-04-30
申请人： (주)위즈켐 , 조양래
发明人： 조양래 , 정선이 , 허정희 , 유혜리 , 손효빈 , 정현윤 , 박정배
IPC分类号： C07C41/58 , C07C41/32 , C07C43/18 , C07B41/04
摘要： The present invention relates to a method for producing high-purity 2-(tricycle[5.2.1.02,6]dec-3-en-8-yloxy)ethanol and, more particularly, to a method for producing high-purity 2-(tricycle[5.2.1.02,6]dec-3-en-8-yloxy)ethanol, which is a main raw material in the preparation of 2-(tricycle[5.2.1.02,6]dec-3-en-8-yloxy)ethyl methacrylate or 2-(tricycle[5.2.1.02,6]dec-3-en-8-yloxy)ethyl acrylate, which is a main monomer for preparing polymers useful for paints, adhesives, construction sealants, corrosion-resistant coating agents, and the like. Further, the present invention provides a new method for producing high-purity 2-(tricycle[5.2.1.02,6]dec-3-en-8-yloxy)ethanol by preparing 2-(tricycle[5.2.1.02,6]dec-3-en-8-yloxy)ethyl 9-anthracene carboxylate as a crystalline solid through an esterification reaction of impure liquid phase 2-(tricycle[5.2.1.02,6]dec-3-en-8-yloxy)ethanol, which is generated by an addition reaction of dicyclopentadiene and ethylene glycol, and 9-anthracene carbonyl chloride, followed by recrystallization and hydrolysis. [Reference numerals] (AA) Start;(BB) End;(S101) Esterification reaction step;(S103) Refinement step;(S105) Hydrolysis step
摘要翻译：本发明涉及高纯度2-（三环[5.2.1.0 2,6]癸-3-烯-8-基氧基）乙醇的制备方法，特别涉及一种制备高纯度2-（三环[5.2.1.02,6]癸-3-烯-8-基氧基）乙醇，其是制备2-（三环[5.2.1.0 2,6]癸-3-烯-8-基氧基的主要原料）甲基丙烯酸乙酯或2-（三环[5.2.1.02,6]癸-3-烯-8-基氧基）乙基丙烯酸酯，其是用于制备用于涂料，粘合剂，建筑密封剂，耐腐蚀涂层剂的聚合物的主要单体，等等。此外，本发明提供了一种通过制备2-（三环[5.2.1.0 2,6]癸二醇（三环[5.2.1.02,6]癸-3-基） -3-烯-8-基氧基）乙基9-蒽羧酸酯，为不纯的液相2-（三环[5.2.1.0 2,6]癸-3-烯-8-基氧基）乙醇的酯化反应，为结晶固体，其中是通过二环戊二烯和乙二醇的加成反应和9-碳酰氯的反应生成的，然后重结晶和水解。（AA）开始;（BB）结束;（S101）酯化反应步骤;（S103）精制步骤;（S105）水解步骤

4. 发明公开

KR1020130082017A 1-(1'-(카복시메틸)시클로프로판메틸디설파닐메틸)시클로프로판아세트산과 그 유도체의 제조방법 有权
标题翻译： 1- [1' - （羧甲基）环丙烷甲基甲硅烷基]环丙烷酸及其衍生物的新制备方法
公开(公告)号：KR1020130082017A
公开(公告)日：2013-07-18
申请号：KR1020120003186
申请日：2012-01-10
申请人： (주)위즈켐 , 조양래
发明人： 조양래 , 정선이 , 허정희 , 유혜리 , 손효빈 , 한나라 , 지고운 , 박정배
IPC分类号： C07C315/00 , C07C327/14 , C07C329/00 , C07B61/00
CPC分类号： C07C231/14 , C07C319/02 , C07C319/22 , C07C319/24 , C07C335/32 , C07C2601/02 , C07C323/60 , C07C323/53 , C07C233/03
摘要： PURPOSE: A manufacturing method is provided to produce 1'- (carboxymethyl) cyclopropane methylbenzalde methyl cyclopropane acetic acid and its derivatives, the precursor of 1- (mercaptomethyl) cyclopropane acetic acid, which play significant role in synthesizing an anti-asthmatic drug 'montelukast'. CONSTITUTION: In a manufacturing method of 1' - (carboxymethyl) cyclopropane methylbenzalde methyl cyclopropane acetic acid (1), cyclopropane acetic acid derivatives (2, 3) of the structural formula are reacted with disodium disulfide (Na2S2) to produce disulfide compound of the structural formula and to hydrolyze disulfide compound with disodium disulfide (Na2S2). X in the formula is a halogen atom or a sulfonate group and Y is an organic acid derivative. And Y is alkyl ester or aryl ester easy to be hydrolyzed as inorganic base like caustic soda, sodium carbonate, potassium hydroxide, potassium carbonate. A solvent used in a substitution reaction of the disodium disulfide is polar organic solvent like dimethylformamide, dimethyl sulphoxide, tetrahydrofuran, the dioxane etc., alcohols like ethanol and methanol, nitriles like acetonitrile, acetone like ketones or mixed solvent of these organic solvents and water condylar mixed solvents. [Reference numerals] (AA) Hydrolysis
摘要翻译：目的：提供制备1'-（羧甲基）环丙烷甲基苯甲醛甲基环丙烷乙酸及其衍生物的方法，1-（巯基甲基）环丙烷乙酸的前体，其在合成抗哮喘药物孟鲁司特方面起重要作用 ”。构成：在1' - （羧甲基）环丙烷甲基苯甲醛甲基环丙烷乙酸（1）的制造方法中，结构式的环丙烷乙酸衍生物（2,3）与二硫化二钠（Na 2 S 2）反应，生成二硫化物结构式，并用二硫化二钠（Na2S2）水解二硫化物。式中的X是卤素原子或磺酸酯基，Y是有机酸衍生物。 Y是烷基酯或芳基酯，易于水解为无机碱如苛性钠，碳酸钠，氢氧化钾，碳酸钾。在二硫化二砷的取代反应中使用的溶剂是极性有机溶剂如二甲基甲酰胺，二甲基亚砜，四氢呋喃，二恶烷等，醇如乙醇和甲醇，腈类如乙腈，丙酮如酮或这些有机溶剂的混合溶剂和水髁混合溶剂。（AA）水解

5. 发明授权

KR101856566B1 4'-히드록시-4-비페닐카르복실산의 신규 제조 방법 有权
公开(公告)号：KR101856566B1
公开(公告)日：2018-06-19
申请号：KR1020160067854
申请日：2016-06-01
申请人： (주)위즈켐
发明人： 이석원 , 오재민 , 정현윤 , 이원지 , 조양래
IPC分类号： C07C51/50 , C07C65/05 , C07C211/63
CPC分类号： C07C51/50 , C07C65/05 , C07C211/63
摘要： 본발명은하기화학식 1의 4'-히드록시-4-비페닐카르복실산의신규의제조방법에관한것으로, 하기화학식 2의화합물로부터가수분해반응을통하여제조하는것을특징으로한다: [화학식 1][화학식 2]상기화학식 2에서, R은탄소수 1~6의알킬, 시클로알킬, 또는아릴기이고, R은수소또는알킬기이고, X는염소, 브롬, 요오드, 메탄설포네이트, 벤젠설포네이트, 톨루엔설포네이트에서선택되는이탈기이고, 4차아민염으로는세 개의서로같거나다른알킬기나방향족탄화수소로이루어지는아민염, 또는피리딘과같이고리화된방향족아민염이다.

6. 发明授权

KR101856586B1 브로모 치환기를 가지는 페난트로카바졸의 제조 방법 有权
标题翻译：生产具有溴取代基的菲咔唑的方法
公开(公告)号：KR101856586B1
公开(公告)日：2018-05-10
申请号：KR1020170073741
申请日：2017-06-13
申请人： (주)위즈켐
发明人： 조양래 , 이석원 , 이선영 , 정현윤 , 이원지
IPC分类号： C07D209/56
CPC分类号： C07D209/56
摘要： 본발명은 13-브로모-10-페난트로[9,10-b] 카바졸의제조방법에관한것으로, 하기화학식 2의화합물을하기화학식 3의화합물과의커플링반응을통하여하기화학식 4의화합물을얻고, 이화학식 4의화합물을트리에틸포스파이트와반응시켜제조하는것을특징으로한다:

7. 发明授权

KR101395729B1 고순도 2-(트리시클로［5.2.1.02,6］데칸-3-엔-8-일옥시)에탄올의 제조방법 有权
标题翻译：高纯度2-（三环[5.2.1.0 2,6]癸-3-烯-8-基氧基）乙醇的制备方法
公开(公告)号：KR101395729B1
公开(公告)日：2014-05-19
申请号：KR1020120045669
申请日：2012-04-30
申请人： (주)위즈켐 , 조양래
发明人： 조양래 , 정선이 , 허정희 , 유혜리 , 손효빈 , 정현윤 , 박정배
IPC分类号： C07C41/58 , C07C41/32 , C07C43/18 , C07B41/04
摘要： 본 발명은 고순도 2-(트리시클로 데칸-3-엔-8-일옥시)에탄올의 제조방법에 관한 것으로, 더욱 상세하게는 도료, 접착제, 건축용 실란트, 부식 방지 코팅제 등에 유용한 중합체 제조의 주요 단량체인 2-(트리시클로[5.2.1.02,6]데칸-3-엔-8-일옥시)에틸 메타아크릴레이트 또는 2-(트리시클로[5.2.1.02,6]데칸-3-엔-8-일옥시)에틸 아크릴레이트제조에 있어서, 주원료인 2-(트리시클로[5.2.1.02,6]데칸-3-엔-8-일옥시)에탄올을 고순도로 제조하는 방법에 관한 것이다.
또한, 본 발명은 디시클로펜타디엔과 에틸렌글리콜의 부가반응으로 생성되는 액상의 불순한 2-(트리시클로[5.2.1.02,6]데칸-3-엔-8-일옥시)에탄올을 9-안트라센카보닐 클로라이드와의 에스테르화 반응으로 2-(트리시클로[5.2.1.02,6]데칸-3-엔-8-일옥시)에틸 9-안트라센카복실레이트를 결정고체로 제조하고 이를 재결정 정제한 후 가수분해를 통하여 고 순도의 2-(트리시클로[5.2.1.02,6]데칸-3-엔-8-일옥시)에탄올을 제조하는 신규의 제조방법을 제공한다.

8. 发明授权

KR100833202B1 7-클로로-(2,2-디메틸시클로프로판카르복스아미도)-2-헵텐산 제조방법 有权
标题翻译： 7-氯代（2,2-二甲基环丙烷氧基氨基）-2-羟基丙酸的制备方法
公开(公告)号：KR100833202B1
公开(公告)日：2008-05-28
申请号：KR1020060125284
申请日：2006-12-11
申请人： (주)위즈켐
发明人： 조양래 , 심영지 , 구언철 , 정선이 , 김병환
IPC分类号： C07C233/50 , C07C233/45
CPC分类号： C07C1/26 , C07C17/10 , C07C2529/40 , C07C9/00 , C07C19/075
摘要： A method for preparing (Z)-7-chloro-((S)-2,2-dimethylcyclopropane carboxamido)-2-heptenoic acid as an intermediate for the preparation of cilastatin is provided to allow the isomer impurities to be removed effectively and to improve purity. A method for preparing (Z)-7-chloro-((S)-2,2-dimethylcyclopropane carboxamido)-2-heptenoic acid comprises the steps of selectively hydrolyzing ethyl (E)-7-chloro((S)-2,2-dimethylcyclopropane carboxamide)-2-heptenoate from an E, Z isomer mixture of ethyl 7-chloro-((S)-2,2-dimethylcyclopropane carboxamido)-2-heptenoate by using an acid; hydrolyzing ethyl (Z)-7-chloro((S)-2,2-dimethylcyclopropane carboxamide)-2-heptenoate by using an alkali; and purifying it.
摘要翻译：提供了制备（Z）-7-氯 - （（S）-2,2-二甲基环丙烷甲酰胺基）-2-庚烯酸作为制备西司他丁的中间体的方法，以使异构体杂质被有效地除去提高纯度制备（Z）-7-氯 - （（S）-2,2-二甲基环丙烷甲酰氨基）-2-庚烯酸的方法包括以下步骤：选择性水解（E）-7-氯（（S）（（S）-2,2-二甲基环丙烷甲酰氨基）-2-庚烯酸乙酯的E，Z异构体混合物中，使用酸; 使用碱水解乙基（Z）-7-氯（（S）-2,2-二甲基环丙烷甲酰胺）-2-庚烯酸乙酯; 并净化。

9. 发明授权

KR100817517B1 2-[(4-브로모메틸)페닐]프로피온 산의 제조방법 有权
标题翻译： 2 - [（4-甲基苯基）苯基]丙酸的制备方法
公开(公告)号：KR100817517B1
公开(公告)日：2008-03-27
申请号：KR1020060118860
申请日：2006-11-29
申请人： (주)위즈켐
发明人： 조양래 , 심영지 , 구언철 , 정선이 , 김병환 , 지기환
IPC分类号： C07C57/58 , C07C57/52
摘要： A method for preparing 2-[(4-bromomethyl)phenyl]propionic acid is provided to produce high-purity 2-[(4-bromomethyl)phenyl]propionic acid used as a main intermediate in the production of phenylpropionic acid-based anti-inflammatory drugs in an industrially efficient manner. A method for preparing 2-[(4-bromomethyl)phenyl]propionic acid includes the steps of: adding bromic acid and hydrogen peroxide to brominate 2-(4-methylphenyl)propionic acid at 0-80 ‹C in the presence of an organic solvent; and further re-crystallizing the obtained 2-[(4-bromomethyl)phenyl]propionic acid in the presence of a solvent. The bromic acid and hydrogen peroxide are used in amounts of 1-1.5 equivalents based on the 2-(4-methylphenyl)propionic acid, respectively.
摘要翻译：提供了一种制备2 - [（4-溴甲基）苯基]丙酸的方法，以制备用于制备苯基丙酸类抗坏血酸的主要中间体的高纯度2 - [（4-溴甲基）苯基]丙酸，以工业有效的方式使用炎症药物。制备2 - [（4-溴甲基）苯基]丙酸的方法包括以下步骤：在有机物存在下，在0-80℃下加入溴酸和过氧化氢溴化2-（4-甲基苯基）丙酸溶剂; 并在溶剂存在下进一步重结晶所得的2 - [（4-溴甲基）苯基]丙酸。丙酸和过氧化氢的用量分别为2-（4-甲基苯基）丙酸的1-1.5当量。

10. 发明授权

KR100666191B1 4시아노페닐 이소시아네이트의 제조방법 有权
标题翻译：一种异氰酸4-氰基苯酯的制备方法
公开(公告)号：KR100666191B1
公开(公告)日：2007-01-09
申请号：KR1020060020440
申请日：2006-03-03
申请人： (주)위즈켐
发明人： 조양래 , 심영지 , 심광택 , 정선이 , 조영수
IPC分类号： C07C263/04 , C07C265/12 , C07C263/12
摘要： Provided is a method for preparing 4-cyanophenyl isocyanate, which has no harmful factors in processing steps, avoids a need for an expensive material or catalyst, and includes simple processing steps. The method for preparing 4-cyanophenyl isocyanate comprises the steps of: (a) reacting 4-cyanobenzoate represented by the following formula (II) with hydrazine to obtain 4-cyanobenzhydrazide represented by the following formula (III); and (b) reacting the 4-cyanobenzhydrazide represented by formula (III) obtained from step (a) with an nitrous acid inorganic salt or nitrous acid ester to obtain 4-cyanophenyl isocyanate represented by the following formula (I). In the reaction scheme, R is H or a C1-C6 alkyl, and R' is a C1-C6 alkyl.
摘要翻译：提供了一种在加工步骤中没有有害因素的4-氰基苯基异氰酸酯的制备方法，避免了昂贵的材料或催化剂的需要，并且包括简单的加工步骤。制备4-氰基苯基异氰酸酯的方法包括以下步骤：（a）将由下式（II）表示的4-氰基苯甲酸与肼反应得到由下式（III）表示的4-氰基苯甲酰肼; 和（b）将由步骤（a）获得的由式（III）表示的4-氰基苯甲酰肼与亚硝酸无机盐或亚硝酸酯反应，得到由下式（I）表示的4-氰基苯基异氰酸酯。在反应方案中，R为H或C 1 -C 6烷基，R'为C 1 -C 6烷基。

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