HUP0103334A2 - Szubsztituált fahéjsavak és fahéjsavészterek - Google Patents
Szubsztituált fahéjsavak és fahéjsavészterekInfo
- Publication number
- HUP0103334A2 HUP0103334A2 HU0103334A HUP0103334A HUP0103334A2 HU P0103334 A2 HUP0103334 A2 HU P0103334A2 HU 0103334 A HU0103334 A HU 0103334A HU P0103334 A HUP0103334 A HU P0103334A HU P0103334 A2 HUP0103334 A2 HU P0103334A2
- Authority
- HU
- Hungary
- Prior art keywords
- acid esters
- cinnamic
- general formula
- substituted
- acids
- Prior art date
Links
- 235000013985 cinnamic acid Nutrition 0.000 title abstract 4
- 150000001851 cinnamic acid derivatives Chemical class 0.000 title abstract 4
- WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid group Chemical class C(C=CC1=CC=CC=C1)(=O)O WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 title abstract 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- -1 tetrafluoroborate Chemical compound 0.000 abstract 2
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 abstract 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- 229910002651 NO3 Inorganic materials 0.000 abstract 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- 150000001989 diazonium salts Chemical class 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 229910052740 iodine Chemical group 0.000 abstract 1
- 229910052763 palladium Inorganic materials 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/36—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by hydrogenation of carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/373—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by introduction of functional groups containing oxygen only in doubly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/68—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen
- C07C63/74—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings containing halogen having unsaturation outside the aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/313—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of doubly bound oxygen containing functional groups, e.g. carboxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
- C07C67/343—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A találmány szubsztituált fahéjsavakra és fahéjsavészterekre,előállításukra szolgáló eljárásra, valamint alkalmazásukra vonatkozikinszekticid hatóanyagok intermedierjeinek szintézisében. Aszubsztituált fahéjsavak és fahéjsavészterek az (I) általánosképletnek felelnek meg, amelyben X jelentése fluor-, klór- vagyjódatom és R1 és R2 jelentése azonos vagy különböző és hidrogénatom,adott esetben szubsztituált C1-C10-alkilcsoport vagy adott esetbenszubsztituált benzilcsoport lehet. A vegyületeket (II) általánosképletű diazóniumsók és (III) általános képletű akrilsav-származékokpalládium-tartalmú katalizátor jelenlétében végzett reagáltatása útján- A-jelentése halogenid, előnyösen klorid vagy bromid, szulfát,hidrogénszulfát, nitrát, foszfát, acetát vagy tetrafluoroborát -, ésaz eljárásra jellemző, hogy a reagáltatást bázis távolétében végzik. Atalálmány a szubsztituált fahéjsavak és fahéjsavészterek alkalmazásárais vonatkozik (VII) általános képletű indanon-karbonsav-észterekelőállítására. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19837069A DE19837069C1 (de) | 1998-08-17 | 1998-08-17 | Substituierte Zimtsäuren und Zimtsäureester, Verfahren zu ihrer Herstellung und ihre Verwendung zur Herstellung von substituierten Indanoncarbonsäureestern |
PCT/EP1999/005735 WO2000010963A1 (de) | 1998-08-17 | 1999-08-09 | Substituierte zimtsäuren und zimtsäureester |
Publications (2)
Publication Number | Publication Date |
---|---|
HUP0103334A2 true HUP0103334A2 (hu) | 2002-01-28 |
HUP0103334A3 HUP0103334A3 (en) | 2003-05-28 |
Family
ID=7877653
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0103334A HUP0103334A3 (en) | 1998-08-17 | 1999-08-09 | Substituted cinnamic acids and cinnamic acid esters |
Country Status (10)
Country | Link |
---|---|
US (1) | US6455725B1 (hu) |
EP (1) | EP1105367B1 (hu) |
JP (1) | JP2002523392A (hu) |
AT (1) | ATE243185T1 (hu) |
AU (1) | AU5421299A (hu) |
CA (1) | CA2340738A1 (hu) |
DE (2) | DE19837069C1 (hu) |
HU (1) | HUP0103334A3 (hu) |
IL (1) | IL141091A0 (hu) |
WO (1) | WO2000010963A1 (hu) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6916946B2 (en) | 2003-08-20 | 2005-07-12 | Daicel Chemical Industries, Ltd. | Acid halide derivatives, their production, and production of indanonecarboxylic acid esters using the same |
CN1269791C (zh) * | 2003-08-20 | 2006-08-16 | 大赛璐化学工业株式会社 | 新的酰卤衍生物和其制备方法,及使用它的茚满酮羧酸酯的制备方法 |
JP2005170803A (ja) | 2003-12-08 | 2005-06-30 | Daicel Chem Ind Ltd | 新規なマロン酸モノメチル誘導体とその製造法 |
CN102936201B (zh) * | 2012-10-15 | 2014-07-30 | 中国石油化工股份有限公司湖北化肥分公司 | 亚硝酸甲酯的生产装置及生产方法 |
US9956550B2 (en) | 2016-09-06 | 2018-05-01 | King Fahd University Of Petroleum And Minerals | Solid-supported palladium(II) complex for catalyzing Mizoroki-Heck coupling reactions and a method thereof |
CN111747840A (zh) * | 2020-07-21 | 2020-10-09 | 黄石市利福达医药化工有限公司 | 一种1,4-萘二羧酸的制备方法 |
CN114835581B (zh) * | 2022-03-10 | 2023-09-22 | 常州大学 | 小分子游离胍与n-甲基-2-吡咯烷酮协同催化合成对甲氧基肉桂酸酯的方法 |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE59202001D1 (de) | 1991-04-10 | 1995-06-01 | Bayer Ag | Verfahren zur Arylierung von Olefinen. |
EP0606057B1 (de) * | 1993-01-07 | 1997-06-18 | Hoechst Aktiengesellschaft | Verfahren zur Herstellung von aromatischen Olefinen |
US5300675A (en) * | 1993-06-29 | 1994-04-05 | Hoechst Celanese Corp. | Process for synthesizing substituted cinnamic acid derivatives |
CN101391953B (zh) | 1994-04-20 | 2012-06-06 | 纳幕尔杜邦公司 | 用于制备*二嗪的中间体 |
DE69535654T2 (de) * | 1994-04-20 | 2008-10-30 | E.I. Du Pont De Nemours And Co., Wilmington | Herstellung von arthropodiziden Oxadiazinen |
MY113062A (en) * | 1994-05-10 | 2001-11-30 | The Wellcome Foundation Ltd | Amide derivatives and their therapeutic use |
IL114670A0 (en) | 1994-08-05 | 1995-11-27 | Fujisawa Pharmaceutical Co | Guanidine derivatives pharmaceutical compositions containing the same and processes for the preparation thereof |
HUP9901478A3 (en) * | 1996-05-10 | 1999-11-29 | Icos Corp Bothell | Carboline derivatives, their use, production thereof and medicaments containing the same |
USH1705H (en) * | 1996-05-22 | 1998-01-06 | E. I. Du Pont De Nemours And Company | Process for preparing 2-carboalkoxy-1-indanones |
-
1998
- 1998-08-17 DE DE19837069A patent/DE19837069C1/de not_active Expired - Fee Related
-
1999
- 1999-08-09 IL IL14109199A patent/IL141091A0/xx unknown
- 1999-08-09 WO PCT/EP1999/005735 patent/WO2000010963A1/de active IP Right Grant
- 1999-08-09 US US09/762,838 patent/US6455725B1/en not_active Expired - Fee Related
- 1999-08-09 CA CA002340738A patent/CA2340738A1/en not_active Abandoned
- 1999-08-09 DE DE59906019T patent/DE59906019D1/de not_active Expired - Fee Related
- 1999-08-09 AU AU54212/99A patent/AU5421299A/en not_active Abandoned
- 1999-08-09 AT AT99940172T patent/ATE243185T1/de not_active IP Right Cessation
- 1999-08-09 HU HU0103334A patent/HUP0103334A3/hu unknown
- 1999-08-09 EP EP99940172A patent/EP1105367B1/de not_active Expired - Lifetime
- 1999-08-09 JP JP2000566237A patent/JP2002523392A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
DE19837069C1 (de) | 2000-01-05 |
US6455725B1 (en) | 2002-09-24 |
IL141091A0 (en) | 2002-02-10 |
AU5421299A (en) | 2000-03-14 |
WO2000010963A1 (de) | 2000-03-02 |
HUP0103334A3 (en) | 2003-05-28 |
CA2340738A1 (en) | 2000-03-02 |
DE59906019D1 (de) | 2003-07-24 |
EP1105367A1 (de) | 2001-06-13 |
ATE243185T1 (de) | 2003-07-15 |
JP2002523392A (ja) | 2002-07-30 |
EP1105367B1 (de) | 2003-06-18 |
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