KR100215702B1 - 클로로말레이트 또는 클로로푸마레이트 또는 이들의 혼합물로부터 치환 및 비치환 - 2,3 - 피리딘디카르복실레이트의 제조방법 및 이로써 얻어진 피리딘디카르복실레이트 화합물 - Google Patents
클로로말레이트 또는 클로로푸마레이트 또는 이들의 혼합물로부터 치환 및 비치환 - 2,3 - 피리딘디카르복실레이트의 제조방법 및 이로써 얻어진 피리딘디카르복실레이트 화합물 Download PDFInfo
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- KR100215702B1 KR100215702B1 KR1019910009843A KR910009843A KR100215702B1 KR 100215702 B1 KR100215702 B1 KR 100215702B1 KR 1019910009843 A KR1019910009843 A KR 1019910009843A KR 910009843 A KR910009843 A KR 910009843A KR 100215702 B1 KR100215702 B1 KR 100215702B1
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/80—Acids; Esters in position 3
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Lubricants (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrane Compounds (AREA)
Abstract
디알킬 클로로말레이트 또는 클로로푸마레이트 또는 이들의 혼합물과 임의로 암모니아 존재하에 암모늄염 및 적당하게 치환된 α,β-불포화 알데히드 또는 케톤의 반응에 의한 디알킬 피리딘카르복실레이트 화합물 및 이의 유도체의 제조 방법을 제공한다.
Description
피리딘-2, 3-디카르복실레이트는, 매우 효과적인 제초성-2-(2-이미다졸린-2-일)니코틴 산, 에스테르 및 염의 제조에 유용한 중간체이다.
본 발명의 목적은, 디알킬클로로말레이트 또는 디알킬클로로푸마레이트 또는 그의 혼합물, 암모늄 염, 임의로 암모니아 존재하, 및 적당하게 치환된 α,β-불포화 알데히드 또는 케톤을 사용하는 치환 또는 비치환-2,3-피리딘디카르복실레이트의 제조 방법을 제공하는 것이다.
상기 언급된 본 발명은, 하기 일반식 Ⅰ의 치환 및 비치환-2,3-피리딘디카르복실레이트의 제조에 대한 신규한 방법에 관련된다:
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Claims (6)
- 하기 일반식 Ⅱ 또는 Ⅲ의 화합물 또는 이들의 혼합물 ;상기 식에서, R은 C1-C6알킬임)을 용매의 존재하, 임의로 암모니아의 존재하에, 암모늄 염과 반응시켜 중간체를 형성하고, 상기 중간체를 하기 일반식 Ⅳ의 α,β-불포화 알데히드 또는 케톤;(상기 식에서, X, Y 및 Z는 하기하는 바와 같음)과 산의 존재하에 반응시켜 일반식Ⅰ의 피리딘디카르복실레이트 화합물을 형성하는 것으로 구성되는, 하기 일반식Ⅰ을 특징으로 하는 화합물의 제조방법:(상기 식에서, R은 C1-C6알킬; X 및 Z는 수소이고, Y는 수소, 또는, 하나 내지 세개의 할로겐 또는 C1-C4알콕시기로 임의로 치환된 C1-C6알킬임).
- 제 1 항에 있어서, Y는 수소, 또는, 하나 내지 세개의 할로겐 또는 C1-C4알콕시기로 임의로 치환된 C1-C4알킬인 일반식 Ⅰ의 피리딘디카르복실레이트의 화합물의 제조방법.
- 제 1 항에 있어서, 용매는 극성 용매이고, 산은 아세트산인 방법.
- 제 1 항에 있어서, 중간체가 45℃ 이상의 온도에서 형성되는 방법.
- 제 1 항에 있어서, 일반식 Ⅰ의 피리딘디카르복실레이트 화합물이 45℃ 이상의 온도에서 형성되는 방법.
- 제 1항에 있어서, 일반식 Ⅳ의 α,β-불포화 알데히드 또는 케톤이 1몰 당량 이상의 양으로 존재하는 방법.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US7/538,861 | 1990-06-15 | ||
US07/538,861 US5118809A (en) | 1990-06-15 | 1990-06-15 | Process for the preparation of substituted and unsubstituted-2,3-pyridinedicarboxylates from chloromaleate or chlorofumarate or mixtures thereof |
US07/538,861 | 1990-06-15 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR920000721A KR920000721A (ko) | 1992-01-29 |
KR100215702B1 true KR100215702B1 (ko) | 1999-08-16 |
Family
ID=24148734
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910009843A KR100215702B1 (ko) | 1990-06-15 | 1991-06-14 | 클로로말레이트 또는 클로로푸마레이트 또는 이들의 혼합물로부터 치환 및 비치환 - 2,3 - 피리딘디카르복실레이트의 제조방법 및 이로써 얻어진 피리딘디카르복실레이트 화합물 |
Country Status (21)
Country | Link |
---|---|
US (2) | US5118809A (ko) |
EP (1) | EP0461402B1 (ko) |
JP (1) | JP3101003B2 (ko) |
KR (1) | KR100215702B1 (ko) |
CN (1) | CN1038507C (ko) |
AT (1) | ATE168370T1 (ko) |
AU (1) | AU631321B2 (ko) |
BR (1) | BR9102466A (ko) |
CA (1) | CA2044551C (ko) |
CZ (1) | CZ282880B6 (ko) |
DE (1) | DE69129777T2 (ko) |
DK (1) | DK0461402T3 (ko) |
ES (1) | ES2118728T3 (ko) |
FI (1) | FI103882B1 (ko) |
HU (1) | HU211772B (ko) |
IE (1) | IE912028A1 (ko) |
IL (1) | IL98127A (ko) |
PT (1) | PT97941B (ko) |
SG (1) | SG47730A1 (ko) |
TW (1) | TW199146B (ko) |
ZA (1) | ZA914581B (ko) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5118809A (en) * | 1990-06-15 | 1992-06-02 | American Cyanamid Company | Process for the preparation of substituted and unsubstituted-2,3-pyridinedicarboxylates from chloromaleate or chlorofumarate or mixtures thereof |
EP0548559A1 (en) * | 1991-12-27 | 1993-06-30 | American Cyanamid Company | Process for the preparation of dialkyl pyridine -2,3-dicarboxylates and derivatives thereof from dialkyl dichloromaleate |
CA2558647C (en) * | 2004-04-08 | 2013-05-28 | Dow Agrosciences Llc | Insecticidal n-substituted sulfoximines |
TW201309635A (zh) * | 2006-02-10 | 2013-03-01 | Dow Agrosciences Llc | 殺蟲性之n-取代(6-鹵烷基吡啶-3-基)烷基磺醯亞胺(二) |
TWI381811B (zh) * | 2006-06-23 | 2013-01-11 | Dow Agrosciences Llc | 用以防治可抵抗一般殺蟲劑之昆蟲的方法 |
TWI387585B (zh) * | 2006-09-01 | 2013-03-01 | Dow Agrosciences Llc | 殺蟲性之n-取代(雜芳基)烷基烴基硫亞胺 |
KR101393850B1 (ko) * | 2006-09-01 | 2014-05-12 | 다우 아그로사이언시즈 엘엘씨 | 살충성 n-치환된 (2-치환된-1,3-티아졸)알킬 술폭시민 |
TWI395736B (zh) * | 2006-11-08 | 2013-05-11 | Dow Agrosciences Llc | 作為殺蟲劑之雜芳基(取代的)烷基n-取代的磺醯亞胺(二) |
US7709648B2 (en) * | 2007-02-09 | 2010-05-04 | Dow Agrosciences Llc | Process for the preparation of 2-substituted-5-(1-alkylthio)alkylpyridines |
AR066366A1 (es) * | 2007-05-01 | 2009-08-12 | Dow Agrosciences Llc | Mezclas sinergicas plaguicidas |
ES2369551T3 (es) * | 2007-07-20 | 2011-12-01 | Dow Agrosciences Llc | Aumento del vigor de las plantas. |
US20090221424A1 (en) * | 2008-03-03 | 2009-09-03 | Dow Agrosciences Llc | Pesticides |
TWI413608B (zh) * | 2011-06-08 | 2013-11-01 | Yaw Shin Liao | Can be a number of gas filling structure |
CN103373958B (zh) * | 2012-04-18 | 2015-11-04 | 中国中化股份有限公司 | 5-乙基吡啶-2,3-二甲酸二乙酯的制备方法 |
KR102645658B1 (ko) * | 2023-06-26 | 2024-03-11 | (주)민창 | 회전 디스크 타입 폐기물 분배장치 |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
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US4798619A (en) * | 1980-06-02 | 1989-01-17 | American Cyanamid Co. | 2-(2-imidazolin-2-yl)-pyridines and quinolines and use of said compounds as herbicidal agents |
US4460776A (en) * | 1982-05-25 | 1984-07-17 | American Cyanamid Company | Process for the preparation of 6-substituted-2,3-pyridinedicarboxylic acid diesters |
US4723011A (en) * | 1985-10-28 | 1988-02-02 | American Cyanamid Company | Preparation of substituted and disubstituted-pyridine-2,3-dicarboxylate esters |
EP0233150B1 (de) * | 1986-02-10 | 1992-11-11 | Ciba-Geigy Ag | Verfahren zur Herstellung von 2-(Imidazolin-2-yl)-pyridin- und -chinolin-3-carbonsäuren |
GB2174395A (en) * | 1986-05-09 | 1986-11-05 | American Cyanimid Co | Herbicidal 2-(2-imidazolin-2-yl)pyridine derivatives |
EP0274379B1 (en) * | 1987-01-06 | 1993-06-30 | Sugai Chemical Industry Co., Ltd. | Process for preparing pyridine-2,3-dicarboxylic acid compounds |
JPH0625116B2 (ja) * | 1987-07-08 | 1994-04-06 | ダイソー株式会社 | ピリジン−2,3−ジカルボン酸誘導体の製造法 |
JPH01143857A (ja) * | 1987-11-30 | 1989-06-06 | Osaka Organic Chem Ind Ltd | ピリジン‐2,3‐ジカルボン酸誘導体の製造方法 |
US4871859A (en) * | 1988-03-02 | 1989-10-03 | Hoechst Celanese Corporation | Process for preparing pyridine carboxylic acid esters |
DE3840554A1 (de) * | 1988-12-01 | 1990-06-13 | Wacker Chemie Gmbh | Verfahren zur herstellung von pyridin-2,3-dicarbonsaeureestern |
US5118809A (en) * | 1990-06-15 | 1992-06-02 | American Cyanamid Company | Process for the preparation of substituted and unsubstituted-2,3-pyridinedicarboxylates from chloromaleate or chlorofumarate or mixtures thereof |
-
1990
- 1990-06-15 US US07/538,861 patent/US5118809A/en not_active Expired - Lifetime
-
1991
- 1991-05-08 TW TW080103592A patent/TW199146B/zh active
- 1991-05-11 SG SG1996004096A patent/SG47730A1/en unknown
- 1991-05-11 ES ES91107678T patent/ES2118728T3/es not_active Expired - Lifetime
- 1991-05-11 EP EP91107678A patent/EP0461402B1/en not_active Expired - Lifetime
- 1991-05-11 DK DK91107678T patent/DK0461402T3/da active
- 1991-05-11 DE DE69129777T patent/DE69129777T2/de not_active Expired - Fee Related
- 1991-05-11 AT AT91107678T patent/ATE168370T1/de not_active IP Right Cessation
- 1991-05-13 IL IL9812791A patent/IL98127A/en not_active IP Right Cessation
- 1991-06-05 CN CN91103903A patent/CN1038507C/zh not_active Expired - Fee Related
- 1991-06-11 JP JP03166470A patent/JP3101003B2/ja not_active Expired - Fee Related
- 1991-06-12 PT PT97941A patent/PT97941B/pt active IP Right Grant
- 1991-06-13 CA CA002044551A patent/CA2044551C/en not_active Expired - Fee Related
- 1991-06-14 KR KR1019910009843A patent/KR100215702B1/ko not_active IP Right Cessation
- 1991-06-14 IE IE202891A patent/IE912028A1/en not_active Application Discontinuation
- 1991-06-14 BR BR919102466A patent/BR9102466A/pt not_active IP Right Cessation
- 1991-06-14 HU HU911988A patent/HU211772B/hu not_active IP Right Cessation
- 1991-06-14 AU AU78416/91A patent/AU631321B2/en not_active Ceased
- 1991-06-14 ZA ZA914581A patent/ZA914581B/xx unknown
- 1991-06-14 FI FI912892A patent/FI103882B1/fi not_active IP Right Cessation
- 1991-06-14 CZ CS911832A patent/CZ282880B6/cs not_active IP Right Cessation
-
1992
- 1992-05-01 US US07/877,286 patent/US5286868A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
CS183291A3 (en) | 1992-01-15 |
TW199146B (ko) | 1993-02-01 |
DE69129777T2 (de) | 1998-11-19 |
HUT57725A (en) | 1991-12-30 |
EP0461402A1 (en) | 1991-12-18 |
DE69129777D1 (de) | 1998-08-20 |
IL98127A0 (en) | 1992-06-21 |
BR9102466A (pt) | 1992-01-21 |
EP0461402B1 (en) | 1998-07-15 |
CA2044551A1 (en) | 1991-12-16 |
US5286868A (en) | 1994-02-15 |
ES2118728T3 (es) | 1998-10-01 |
JP3101003B2 (ja) | 2000-10-23 |
FI912892A0 (fi) | 1991-06-14 |
CZ282880B6 (cs) | 1997-11-12 |
US5118809A (en) | 1992-06-02 |
FI912892A (fi) | 1991-12-16 |
DK0461402T3 (da) | 1998-10-26 |
CN1038507C (zh) | 1998-05-27 |
JPH04230263A (ja) | 1992-08-19 |
PT97941B (pt) | 1998-11-30 |
PT97941A (pt) | 1992-03-31 |
AU631321B2 (en) | 1992-11-19 |
KR920000721A (ko) | 1992-01-29 |
ZA914581B (en) | 1992-03-25 |
FI103882B (fi) | 1999-10-15 |
SG47730A1 (en) | 1998-04-17 |
IL98127A (en) | 1996-07-23 |
CA2044551C (en) | 2002-07-16 |
IE912028A1 (en) | 1991-12-18 |
HU211772B (en) | 1995-12-28 |
AU7841691A (en) | 1991-12-19 |
CN1062724A (zh) | 1992-07-15 |
FI103882B1 (fi) | 1999-10-15 |
ATE168370T1 (de) | 1998-08-15 |
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