AR015431A3 - PROCESO PARA LA PREPARACIoN DE COMPUESTOS ASIMETRICOS DE 4,6-BIS (ARILOXI)-PIRIMIDINA - Google Patents
PROCESO PARA LA PREPARACIoN DE COMPUESTOS ASIMETRICOS DE 4,6-BIS (ARILOXI)-PIRIMIDINAInfo
- Publication number
- AR015431A3 AR015431A3 ARP980104421A ARP980104421A AR015431A3 AR 015431 A3 AR015431 A3 AR 015431A3 AR P980104421 A ARP980104421 A AR P980104421A AR P980104421 A ARP980104421 A AR P980104421A AR 015431 A3 AR015431 A3 AR 015431A3
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- alkoxy
- hydrogen
- halogen
- independently
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- 150000002431 hydrogen Chemical class 0.000 abstract 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Chemical group 0.000 abstract 4
- 150000002367 halogens Chemical group 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004104 aryloxy group Chemical group 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 125000001188 haloalkyl group Chemical group 0.000 abstract 3
- -1 saturated heterocyclic amine Chemical class 0.000 abstract 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 abstract 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000004644 alkyl sulfinyl group Chemical group 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 125000004994 halo alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000000262 haloalkenyl group Chemical group 0.000 abstract 1
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 1
- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004440 haloalkylsulfinyl group Chemical group 0.000 abstract 1
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 abstract 1
- 125000004995 haloalkylthio group Chemical group 0.000 abstract 1
- 125000000232 haloalkynyl group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 229910052740 iodine Inorganic materials 0.000 abstract 1
- 239000000203 mixture Chemical class 0.000 abstract 1
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 150000003230 pyrimidines Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000005270 trialkylamine group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/30—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/34—One oxygen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Proceso para la preparacion de compuestos asimétricos de 4,6-bis(ariloxi)pirimidina utiles como agentes pesticidas que tienen la siguiente estructura deformula (I) en donde R y R8 son cada uno independientemente, hidrogeno o halogeno; R1 y R7 soncad a uno independientemente hidrogeno, halogeno, ciano, nitro,alquilo, haloalquilo, alcoxi, alquiltio, amino, alquilamino, dialquilamino, alcoxialquilo, haloalcosialquilo o alcoxicarbonilo; R2 y R6 son cada unoindependientemente hidrogeno,halogeno, alq uilo, haloalquilo, haloalcoxi, haloalquiltio, haloalquenilo, haloalquinilo, haloalcoxialquilo, alcoxicarbonilo,haloalcoxicarbonilo, haloalquilsulfinilo, haloalquilsulfonilo, nitro o ciano; R3 y R5 son cada uno independientemente,hidrogeno, halogeno, alquilo o alcoxi; yR4 es hidrogeno, ciano, alquilo, haloalquilo, alcoxi, alquiltio, alquilsulfinilo o fenilo; siempre y cuando por lo menos uno de R2 y de R6 no sea hidrogeno, yque los grupos ariloxi no sean iguales; que dichoproceso comprende la r eaccion del compuesto 4-halo-6-(ariloxi)-pirimidina que tiene la formula estructural IIdonde R, R1, R2, R3 y R4 son segun se describe precedentemente y X es Cl, Br o I con por lo menos aproximadamente un equivalente molar deuna trialquilaminaC1-4, u na amina heterocíclica saturada de 5 a 6 miembros o una amina heterocíclica insaturada de 5 a 14 miembros, opcionalmente sustituida por de uno a tresgrupos alquilo C1-4 o grupos alcoxi C1-4, en preencia de un disolventeseleccionado del grupo formado por un hidrocarburo aromático y un hidrocarburo aromaticohalogenado y mezclas de los mismos para formar un compuesto haluro amonico que tiene la formula estructural III, donde R, R1, R2, R3 R4 y X son segundescribeprecedentemente, Q+ es del grupo ( a); R9, R10, R11 son cada uno independientemente alquilo C1-4 y cuando se toman en conjunto, R9 y R10 pueden formarun anillo de 5 o de 6 miembros donde R9 y R10 está representado por la estructura: -(CH2)n-,opcionalmente interrumpida por O, S o NR14 , donde n es un numeroentero de 3, 4 o 5, siempre que R11 sea alquilo C1-4; Z es O, S o NR14, R12 y R13 son cada uno independientemente hidrogeno, alquilo C1-4 o alcoxi C1-4 y
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/929,293 US5849910A (en) | 1997-09-05 | 1997-09-05 | Process for the preparation of unsymmetrical 4,6-bis aryloxy-pyrimidine compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR015431A3 true AR015431A3 (es) | 2001-05-02 |
Family
ID=25457617
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP980104421A AR015431A3 (es) | 1997-09-05 | 1998-09-04 | PROCESO PARA LA PREPARACIoN DE COMPUESTOS ASIMETRICOS DE 4,6-BIS (ARILOXI)-PIRIMIDINA |
Country Status (21)
| Country | Link |
|---|---|
| US (1) | US5849910A (es) |
| EP (1) | EP0902020B1 (es) |
| JP (1) | JPH11147879A (es) |
| KR (1) | KR100555053B1 (es) |
| CN (1) | CN1139577C (es) |
| AR (1) | AR015431A3 (es) |
| AT (1) | ATE209636T1 (es) |
| AU (1) | AU735102B2 (es) |
| BR (1) | BR9803388A (es) |
| CA (1) | CA2246588A1 (es) |
| CZ (1) | CZ291587B6 (es) |
| DE (1) | DE69802636T2 (es) |
| ES (1) | ES2169480T3 (es) |
| HU (1) | HU226270B1 (es) |
| IL (1) | IL125997A (es) |
| MX (1) | MXPA98007127A (es) |
| NZ (1) | NZ331701A (es) |
| PT (1) | PT902020E (es) |
| SK (1) | SK285101B6 (es) |
| TW (1) | TW505638B (es) |
| ZA (1) | ZA988032B (es) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6087498A (en) * | 1998-05-12 | 2000-07-11 | American Cyanamid Company | Process for the preparation of unsymmetrical 4,6-bis(aryloxy) pyrimidine compounds |
| DE10014607A1 (de) * | 2000-03-24 | 2001-09-27 | Bayer Ag | Verfahren zur Herstellung von unsymmetrischen 4,6-Bis(aryloxy pyrimidin-Derivaten |
| TWI621614B (zh) * | 2013-05-28 | 2018-04-21 | 科麥農股份有限公司 | 4,6-雙(芳氧基)嘧啶衍生物的製備方法 |
| CN109721548B (zh) | 2017-10-31 | 2020-11-13 | 南通泰禾化工股份有限公司 | 一种嘧菌酯的制备方法 |
| CN119684236B (zh) * | 2024-12-30 | 2025-07-04 | 常州瑞华化工工程技术股份有限公司 | 一种异丙苯法低能耗生产环氧丙烷的方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8903019D0 (en) * | 1989-02-10 | 1989-03-30 | Ici Plc | Fungicides |
| IE74711B1 (en) * | 1990-07-27 | 1997-07-30 | Ici Plc | Fungicides |
| GB9122430D0 (en) * | 1990-11-16 | 1991-12-04 | Ici Plc | Chemical process |
| IL100428A0 (en) * | 1990-12-21 | 1992-09-06 | Ciba Geigy | Pyrimidinyl-and triazinyl-salicylamides,their preparation and their use as herbicides and plant growth regulants |
| IL106324A (en) * | 1992-07-17 | 1998-09-24 | Shell Int Research | Transformed pyrimidine compounds, their preparation and use as pesticides |
| DE4327596A1 (de) * | 1993-08-17 | 1995-02-23 | Bayer Ag | 3-Methoxy-2-phenyl-acrylsäuremethylester |
| DE4340181A1 (de) * | 1993-11-25 | 1995-06-01 | Bayer Ag | 3-Methoxy-2-phenyl-acrylsäuremethylester |
| SG63694A1 (en) * | 1996-03-07 | 1999-03-30 | American Cyanamid Co | Process for the preparation of unsymmetrical 4,6-bis (aryloxy) pyrimidine compounds |
-
1997
- 1997-09-05 US US08/929,293 patent/US5849910A/en not_active Expired - Fee Related
-
1998
- 1998-08-26 TW TW087114030A patent/TW505638B/zh not_active IP Right Cessation
- 1998-08-28 CZ CZ19982755A patent/CZ291587B6/cs not_active IP Right Cessation
- 1998-08-31 IL IL12599798A patent/IL125997A/en not_active IP Right Cessation
- 1998-08-31 KR KR1019980035505A patent/KR100555053B1/ko not_active Expired - Fee Related
- 1998-08-31 JP JP10259098A patent/JPH11147879A/ja not_active Withdrawn
- 1998-09-01 DE DE69802636T patent/DE69802636T2/de not_active Expired - Fee Related
- 1998-09-01 ES ES98306988T patent/ES2169480T3/es not_active Expired - Lifetime
- 1998-09-01 EP EP98306988A patent/EP0902020B1/en not_active Expired - Lifetime
- 1998-09-01 PT PT98306988T patent/PT902020E/pt unknown
- 1998-09-01 AT AT98306988T patent/ATE209636T1/de not_active IP Right Cessation
- 1998-09-02 AU AU83047/98A patent/AU735102B2/en not_active Ceased
- 1998-09-02 SK SK1209-98A patent/SK285101B6/sk not_active IP Right Cessation
- 1998-09-02 MX MXPA98007127A patent/MXPA98007127A/es not_active IP Right Cessation
- 1998-09-02 ZA ZA9808032A patent/ZA988032B/xx unknown
- 1998-09-03 CA CA002246588A patent/CA2246588A1/en not_active Abandoned
- 1998-09-03 NZ NZ331701A patent/NZ331701A/xx unknown
- 1998-09-03 CN CNB981188737A patent/CN1139577C/zh not_active Expired - Fee Related
- 1998-09-04 AR ARP980104421A patent/AR015431A3/es active IP Right Grant
- 1998-09-04 HU HU9802020A patent/HU226270B1/hu not_active IP Right Cessation
- 1998-09-04 BR BR9803388A patent/BR9803388A/pt not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CN1139577C (zh) | 2004-02-25 |
| JPH11147879A (ja) | 1999-06-02 |
| CZ291587B6 (cs) | 2003-04-16 |
| HU9802020D0 (en) | 1998-11-30 |
| CA2246588A1 (en) | 1999-03-05 |
| TW505638B (en) | 2002-10-11 |
| EP0902020B1 (en) | 2001-11-28 |
| CZ275598A3 (cs) | 1999-06-16 |
| NZ331701A (en) | 2000-01-28 |
| AU735102B2 (en) | 2001-06-28 |
| ES2169480T3 (es) | 2002-07-01 |
| ZA988032B (en) | 2000-03-22 |
| PT902020E (pt) | 2002-05-31 |
| HUP9802020A2 (hu) | 1999-05-28 |
| DE69802636D1 (de) | 2002-01-10 |
| IL125997A (en) | 2002-09-12 |
| US5849910A (en) | 1998-12-15 |
| MXPA98007127A (es) | 2005-01-25 |
| IL125997A0 (en) | 1999-04-11 |
| DE69802636T2 (de) | 2002-08-01 |
| HU226270B1 (en) | 2008-07-28 |
| HUP9802020A3 (en) | 1999-08-30 |
| ATE209636T1 (de) | 2001-12-15 |
| SK120998A3 (en) | 1999-06-11 |
| KR19990029377A (ko) | 1999-04-26 |
| CN1222515A (zh) | 1999-07-14 |
| BR9803388A (pt) | 2000-03-21 |
| KR100555053B1 (ko) | 2006-06-13 |
| AU8304798A (en) | 1999-03-18 |
| SK285101B6 (sk) | 2006-06-01 |
| EP0902020A1 (en) | 1999-03-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant, registration |