AR003328A1 - Proceso para la preparacion de nitro-sustituido-difenileteres, utiles como herbicidas o como intermediarios en la sintesis de herbicidas - Google Patents
Proceso para la preparacion de nitro-sustituido-difenileteres, utiles como herbicidas o como intermediarios en la sintesis de herbicidasInfo
- Publication number
- AR003328A1 AR003328A1 ARP960104076A AR10407696A AR003328A1 AR 003328 A1 AR003328 A1 AR 003328A1 AR P960104076 A ARP960104076 A AR P960104076A AR 10407696 A AR10407696 A AR 10407696A AR 003328 A1 AR003328 A1 AR 003328A1
- Authority
- AR
- Argentina
- Prior art keywords
- herbicides
- general formula
- substituted
- optionally substituted
- alkyl
- Prior art date
Links
- 239000004009 herbicide Substances 0.000 title abstract 4
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 6
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical compound ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 abstract 1
- 125000006650 (C2-C4) alkynyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- 101100134925 Gallus gallus COR6 gene Proteins 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000000802 nitrating effect Effects 0.000 abstract 1
- 229910017604 nitric acid Inorganic materials 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 229950011008 tetrachloroethylene Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
- C07C201/06—Preparation of nitro compounds
- C07C201/08—Preparation of nitro compounds by substitution of hydrogen atoms by nitro groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
- C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
- C07C205/38—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to a carbon atom of a six-membered aromatic ring, e.g. nitrodiphenyl ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C205/59—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
- C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Proceso para la preparación de compuestos de nitro-sustituido-difeniléter útiles como herbicidas o como intermediarios en la síntesis de herbicidas defórmula general (I), en el cual: R1 es hidrógeno o alquilo C1-C6, alquenilo C2-C6 o alquiniloC2-C6 (cualquiera de los cuales puede ser optativamentesustituido con uno o más sustituyentes seleccionados entre halógeno y OH) o COOR4, COR6, CONR4R5 ó CONHSO2R4; R4 y R5 son cada uno independientementehidrógeno o alquilo C1-C4 sustituidoopcio nalmente con uno o más átomos de halógeno; R6 es un átomo de halógeno o un grupo R4; R2 es hidrógeno o halo; R3es alquilo C1-C4, alquenilo C2-C4 o alquinilo C2-C4, cualquiera de los cuales puede ser optativamente sustituido con uno omás átomo s de halógeno, o halo;caracterizado porque comprende la reacción de un compuesto de fórmula general (II), donde R1, R2, R3 presentan los mismos valores que los definidos en lafórmula general (I); con un agente nitrante que comprendeácido nítrico o una mezcla de ácidos nítrico y sulfúrico en presencia de un solvente orgánico y deanhídrido acético, siendo la relación molar entre el anhídrido acético y el compuesto de la fórmula general (II) de 1:1 a 3:1 y el solventeorgánico,tetracloroet ileno (perklone).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9518705.0A GB9518705D0 (en) | 1995-09-13 | 1995-09-13 | Chemical process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR003328A1 true AR003328A1 (es) | 1998-07-08 |
Family
ID=10780649
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP960104076A AR003328A1 (es) | 1995-09-13 | 1996-08-22 | Proceso para la preparacion de nitro-sustituido-difenileteres, utiles como herbicidas o como intermediarios en la sintesis de herbicidas |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US20030191341A1 (es) |
| EP (1) | EP0851852B1 (es) |
| JP (1) | JP3886533B2 (es) |
| KR (1) | KR100423572B1 (es) |
| CN (1) | CN1078885C (es) |
| AR (1) | AR003328A1 (es) |
| AT (1) | ATE191450T1 (es) |
| AU (1) | AU6663996A (es) |
| BR (1) | BR9610294A (es) |
| CA (1) | CA2229735C (es) |
| DE (1) | DE69607633T2 (es) |
| ES (1) | ES2145475T3 (es) |
| GB (1) | GB9518705D0 (es) |
| HU (1) | HU224865B1 (es) |
| IL (1) | IL123616A (es) |
| TW (1) | TW460447B (es) |
| WO (1) | WO1997010199A1 (es) |
| ZA (1) | ZA966931B (es) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6028219A (en) * | 1995-09-13 | 2000-02-22 | Zeneca Limited | Process for the nitration of diphenylethers |
| IN190438B (es) * | 1996-11-01 | 2003-07-26 | Syngenta Ltd | |
| GB9930369D0 (en) | 1999-12-22 | 2000-02-09 | Zeneca Ltd | Chemical process |
| DE102007010161A1 (de) | 2007-03-02 | 2008-09-04 | Saltigo Gmbh | Verfahren zur Nitrierung substituierter Benzole in Gegenwart von Propionsäure |
| CN101486654B (zh) * | 2009-03-04 | 2012-10-10 | 西安近代化学研究所 | 2-甲基-3-硝基苯乙酸合成方法 |
| CN103787890A (zh) * | 2014-02-28 | 2014-05-14 | 江苏省激素研究所股份有限公司 | 一种三氟羧草醚的合成方法 |
| CN105820054A (zh) * | 2016-04-26 | 2016-08-03 | 合肥工业大学 | 一种3-甲基-2-硝基苯甲酸甲酯的制备方法 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4031131A (en) * | 1975-09-29 | 1977-06-21 | Rohm And Haas Company | Process for preparing phenoxybenzoic acids |
| US4400530A (en) * | 1980-06-27 | 1983-08-23 | Ppg Industries, Inc. | Process for preparing substituted diphenyl ethers |
| US4405805A (en) * | 1981-07-27 | 1983-09-20 | Rhone-Poulenc, Inc. | Process for recovering and purifying herbicidal phenoxybenzoic acid derivatives |
| US4594440A (en) * | 1981-07-27 | 1986-06-10 | Rhone:Pulenc, Inc. | Process for recovering and purifying herbicidal phenoxybenzoic acid derivatives |
| US4424393A (en) * | 1981-08-24 | 1984-01-03 | Ppg Industries, Inc. | Process of preparation of substituted diphenyl ethers |
| US4743703A (en) * | 1981-10-19 | 1988-05-10 | Rohm And Haas Company | Herbicidal 4-fluoroalkyl-4'-nitrodiphenyl ethers |
| US4429146A (en) * | 1982-04-15 | 1984-01-31 | Gaf Corporation | Substituted diphenyl ether herbicides and process for use |
| DE3480539D1 (en) * | 1984-01-03 | 1989-12-28 | Gen Electric | Nitration reactions with acid anhydride promoters |
| ES2119308T3 (es) * | 1994-02-17 | 1998-10-01 | Zeneca Ltd | Proceso para la fosgenacion en presencia de acetonitrilo. |
-
1995
- 1995-09-13 GB GBGB9518705.0A patent/GB9518705D0/en active Pending
-
1996
- 1996-08-06 IL IL12361696A patent/IL123616A/en not_active IP Right Cessation
- 1996-08-06 KR KR10-1998-0701695A patent/KR100423572B1/ko not_active Expired - Lifetime
- 1996-08-06 ES ES96926472T patent/ES2145475T3/es not_active Expired - Lifetime
- 1996-08-06 JP JP51173397A patent/JP3886533B2/ja not_active Expired - Lifetime
- 1996-08-06 BR BR9610294A patent/BR9610294A/pt not_active IP Right Cessation
- 1996-08-06 EP EP96926472A patent/EP0851852B1/en not_active Expired - Lifetime
- 1996-08-06 HU HU9802863A patent/HU224865B1/hu not_active IP Right Cessation
- 1996-08-06 DE DE69607633T patent/DE69607633T2/de not_active Expired - Fee Related
- 1996-08-06 CN CN96196918A patent/CN1078885C/zh not_active Expired - Lifetime
- 1996-08-06 CA CA002229735A patent/CA2229735C/en not_active Expired - Lifetime
- 1996-08-06 AT AT96926472T patent/ATE191450T1/de not_active IP Right Cessation
- 1996-08-06 AU AU66639/96A patent/AU6663996A/en not_active Abandoned
- 1996-08-06 WO PCT/GB1996/001892 patent/WO1997010199A1/en not_active Ceased
- 1996-08-13 TW TW085109806A patent/TW460447B/zh not_active IP Right Cessation
- 1996-08-15 ZA ZA966931A patent/ZA966931B/xx unknown
- 1996-08-22 AR ARP960104076A patent/AR003328A1/es active IP Right Grant
-
2003
- 2003-05-16 US US10/260,024 patent/US20030191341A1/en not_active Abandoned
-
2006
- 2006-10-30 US US11/554,076 patent/US20070055077A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| CA2229735A1 (en) | 1997-03-20 |
| US20030191341A1 (en) | 2003-10-09 |
| JPH11512420A (ja) | 1999-10-26 |
| HUP9802863A2 (hu) | 1999-03-29 |
| JP3886533B2 (ja) | 2007-02-28 |
| IL123616A (en) | 2001-06-14 |
| DE69607633D1 (de) | 2000-05-11 |
| ZA966931B (en) | 1997-03-13 |
| BR9610294A (pt) | 1999-03-16 |
| HUP9802863A3 (en) | 2000-08-28 |
| ES2145475T3 (es) | 2000-07-01 |
| DE69607633T2 (de) | 2000-08-31 |
| EP0851852B1 (en) | 2000-04-05 |
| WO1997010199A1 (en) | 1997-03-20 |
| TW460447B (en) | 2001-10-21 |
| CN1196045A (zh) | 1998-10-14 |
| CA2229735C (en) | 2008-10-28 |
| AU6663996A (en) | 1997-04-01 |
| KR100423572B1 (ko) | 2004-07-19 |
| GB9518705D0 (en) | 1995-11-15 |
| HU224865B1 (en) | 2006-03-28 |
| IL123616A0 (en) | 1998-10-30 |
| KR19990044447A (ko) | 1999-06-25 |
| EP0851852A1 (en) | 1998-07-08 |
| CN1078885C (zh) | 2002-02-06 |
| ATE191450T1 (de) | 2000-04-15 |
| US20070055077A1 (en) | 2007-03-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |