AR078222A1 - Procedimiento de preparacion de meturos de 1,4-quinona sustituidos - Google Patents
Procedimiento de preparacion de meturos de 1,4-quinona sustituidosInfo
- Publication number
- AR078222A1 AR078222A1 ARP100101293A ARP100101293A AR078222A1 AR 078222 A1 AR078222 A1 AR 078222A1 AR P100101293 A ARP100101293 A AR P100101293A AR P100101293 A ARP100101293 A AR P100101293A AR 078222 A1 AR078222 A1 AR 078222A1
- Authority
- AR
- Argentina
- Prior art keywords
- substituted
- formula
- unsubstituted
- cycloalkyl
- aryl
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 125000006647 (C3-C15) cycloalkyl group Chemical group 0.000 abstract 4
- 125000005915 C6-C14 aryl group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 abstract 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- -1 3,5-disubstituted 4-hydroxybenzaldehydes Chemical class 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract 1
- 239000004327 boric acid Substances 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 229910052698 phosphorus Inorganic materials 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000000391 smoking effect Effects 0.000 abstract 1
- 239000007790 solid phase Substances 0.000 abstract 1
- 150000003460 sulfonic acids Chemical class 0.000 abstract 1
- 125000003396 thiol group Chemical class [H]S* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
- C07C46/06—Preparation of quinones by oxidation giving rise to quinoid structures of at least one hydroxy group on a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
- C07C50/28—Quinones containing groups having oxygen atoms singly bound to carbon atoms with monocyclic quinoid structure
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
- C07C50/30—Quinones containing groups having oxygen atoms singly bound to carbon atoms with polycyclic non-condensed quinoid structure
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Reivindicacion 1: Procedimiento para la preparacion de meturos de 1,4-quinona sustituidos de la formula (1) con R1, R2 = de modo independiente entre sí, hidrogeno, alquilo C1-15, cicloalquilo C3-15 o arilo C6-14, donde están sustituidos o no sustituidos; R7 = alquilo C1-15, cicloalquilo C3-15 o arilo C6-14, donde están sustituidos o no sustituidos; y X = O, S, caracterizado porque se hacen reaccionar 4-hidroxibenzaldehídos 3,5-disustituidos de formula (2) en donde R1 y R2 tienen el mismo significado que antes, con ortoformiatos de la formula (3) con R4, R5, R6 = de modo independiente entre sí, alquilo C1-15, cicloalquilo C3-15 o arilo C6-14, donde están sustituidos o no sustituidos, y alcoholes y/o tioalcoholes de la formula (4) con R3 = alquilo C1-15, cicloalquilo C3-15 o arilo C6-14, donde están sustituidos o no sustituidos, y X = O, S, en presencia de un catalizador, seleccionado de ácidos sulfonicos orgánicos, ácido sulfurico, hidrogeno-sulfatos, ácidos orgánicos o inorgánicos con contenido de fosforo libres o unidos a fases solidas, sus sales dihidrogenadas e hidrogenadas, así como ácido nítrico fumante y/o ácido borico, en el correspondiente acetal y luego se realiza una eliminacion del alcohol o tiol del correspondiente acetal en meturo de 1,4-quinona sustituido de la formula (1).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102009002514A DE102009002514A1 (de) | 2009-04-21 | 2009-04-21 | Verfahren zur Herstellung von substituierten 1,4-Chinonmethiden |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR078222A1 true AR078222A1 (es) | 2011-10-26 |
Family
ID=42315395
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP100101293A AR078222A1 (es) | 2009-04-21 | 2010-04-20 | Procedimiento de preparacion de meturos de 1,4-quinona sustituidos |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US8212081B2 (es) |
| EP (1) | EP2243764B1 (es) |
| JP (1) | JP5693035B2 (es) |
| KR (1) | KR101707237B1 (es) |
| CN (1) | CN101870642B (es) |
| AR (1) | AR078222A1 (es) |
| BR (1) | BRPI1001321A2 (es) |
| CA (1) | CA2701201A1 (es) |
| DE (1) | DE102009002514A1 (es) |
| ES (1) | ES2634294T3 (es) |
| IL (2) | IL205118A (es) |
| MX (1) | MX2010004258A (es) |
| MY (1) | MY146777A (es) |
| RU (1) | RU2010115567A (es) |
| SG (1) | SG166064A1 (es) |
| TW (1) | TWI471301B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007052891A1 (de) | 2007-11-02 | 2009-05-07 | Evonik Degussa Gmbh | Verfahren zur Stabilisierung von olefinisch ungesättigten Monomeren |
| BR112012025343A2 (pt) * | 2010-04-15 | 2016-06-28 | Merck Patent Gmbh | processo para a preparação de hidroquinonas |
| DE102013204950A1 (de) | 2013-03-20 | 2014-09-25 | Evonik Industries Ag | Verfahren und Zusammensetzung zur Inhibierung der Polymerisation von Cyclopentadienverbindungen |
| EP2993164B1 (de) | 2014-09-08 | 2017-02-15 | Evonik Degussa GmbH | Phenolische (Thio)Acetale als Inhibitoren der Polymerisation von olefinisch ungesättigten Monomeren |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4505932A (en) * | 1983-05-13 | 1985-03-19 | Abbott Laboratories | Method of producing α2 -adrenergic receptor agonist activity |
| JP3507124B2 (ja) * | 1993-05-26 | 2004-03-15 | 塩野義製薬株式会社 | ベンジリデン誘導体の製造法 |
| DE19736922A1 (de) * | 1997-08-25 | 1999-03-04 | Bayer Ag | Verfahren zur Herstellung von 2-Halogenindan-1-onen |
| CN1249298A (zh) * | 1998-09-28 | 2000-04-05 | 胡慷 | 3－甲氧基－4－羟基苯甲醛的改良制备方法 |
| WO2006010379A1 (en) | 2004-07-29 | 2006-02-02 | Actelion Pharmaceuticals Ltd. | Novel thiophene derivatives as immunosuppressive agents |
| SI1863474T1 (sl) | 2005-03-23 | 2009-04-30 | Actelion Pharmaceuticals Ltd | Novi derivati tiofena kot agonisti receptorja sfingozin-1-fosfat-1 |
| DE102006010347A1 (de) | 2006-03-03 | 2007-09-06 | Degussa Gmbh | Polymerisationsinhibitor zur Stabilisierung von olefinisch ungesättigten Monomeren |
| AR062683A1 (es) * | 2006-09-07 | 2008-11-26 | Actelion Pharmaceuticals Ltd | Compuestos derivados de piridin-4-ilo, composicion farmaceutica que los contiene, y uso de los mismos en la preparacion de medicamentos |
| DK2069335T3 (da) * | 2006-09-08 | 2013-02-18 | Actelion Pharmaceuticals Ltd | Pyridin-3-ylderivater som immunomoduleringsmidler |
| FR2910893A1 (fr) * | 2006-12-29 | 2008-07-04 | Genfit Sa | Derives de (phenylthiazolyl)-phenyl-propan-1-one et de (phenyloxazolyl)-phenyl-propan-1-one substitues, preparations et utilisations. |
| EP2125797B1 (en) * | 2007-03-16 | 2014-01-15 | Actelion Pharmaceuticals Ltd. | Amino- pyridine derivatives as s1p1 /edg1 receptor agonists |
| DE102007052891A1 (de) | 2007-11-02 | 2009-05-07 | Evonik Degussa Gmbh | Verfahren zur Stabilisierung von olefinisch ungesättigten Monomeren |
-
2009
- 2009-04-21 DE DE102009002514A patent/DE102009002514A1/de not_active Ceased
-
2010
- 2010-03-19 EP EP10157058.8A patent/EP2243764B1/de not_active Not-in-force
- 2010-03-19 ES ES10157058.8T patent/ES2634294T3/es active Active
- 2010-04-09 SG SG201002465-1A patent/SG166064A1/en unknown
- 2010-04-15 IL IL205118A patent/IL205118A/en not_active IP Right Cessation
- 2010-04-16 TW TW99112003A patent/TWI471301B/zh not_active IP Right Cessation
- 2010-04-19 MX MX2010004258A patent/MX2010004258A/es active IP Right Grant
- 2010-04-20 MY MYPI2010001778A patent/MY146777A/en unknown
- 2010-04-20 US US12/763,572 patent/US8212081B2/en not_active Expired - Fee Related
- 2010-04-20 KR KR1020100036185A patent/KR101707237B1/ko not_active Expired - Fee Related
- 2010-04-20 RU RU2010115567/04A patent/RU2010115567A/ru not_active Application Discontinuation
- 2010-04-20 CN CN201010167265.2A patent/CN101870642B/zh not_active Expired - Fee Related
- 2010-04-20 CA CA2701201A patent/CA2701201A1/en not_active Abandoned
- 2010-04-20 AR ARP100101293A patent/AR078222A1/es not_active Application Discontinuation
- 2010-04-21 JP JP2010098023A patent/JP5693035B2/ja not_active Expired - Fee Related
- 2010-04-22 BR BRPI1001321-0A patent/BRPI1001321A2/pt not_active IP Right Cessation
-
2014
- 2014-03-04 IL IL231293A patent/IL231293A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CN101870642B (zh) | 2015-07-29 |
| SG166064A1 (en) | 2010-11-29 |
| IL205118A0 (en) | 2010-12-30 |
| IL231293A (en) | 2014-09-30 |
| JP5693035B2 (ja) | 2015-04-01 |
| IL231293A0 (en) | 2014-04-30 |
| KR20100116138A (ko) | 2010-10-29 |
| RU2010115567A (ru) | 2011-10-27 |
| BRPI1001321A2 (pt) | 2011-03-22 |
| TW201111336A (en) | 2011-04-01 |
| ES2634294T3 (es) | 2017-09-27 |
| JP2010254693A (ja) | 2010-11-11 |
| EP2243764B1 (de) | 2017-06-07 |
| US20100267992A1 (en) | 2010-10-21 |
| IL205118A (en) | 2014-04-30 |
| CA2701201A1 (en) | 2010-10-21 |
| US8212081B2 (en) | 2012-07-03 |
| CN101870642A (zh) | 2010-10-27 |
| MX2010004258A (es) | 2010-10-20 |
| EP2243764A1 (de) | 2010-10-27 |
| TWI471301B (zh) | 2015-02-01 |
| KR101707237B1 (ko) | 2017-02-15 |
| DE102009002514A1 (de) | 2010-10-28 |
| MY146777A (en) | 2012-09-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration | ||
| FD | Application declared void or lapsed, e.g., due to non-payment of fee |