AR084099A1 - Procedimiento mejorado para la preparacion de 2-trifluorometil-5-(1-substituido)-alquilpiridinas - Google Patents

Procedimiento mejorado para la preparacion de 2-trifluorometil-5-(1-substituido)-alquilpiridinas

Info

Publication number
AR084099A1
AR084099A1 ARP110104520A ARP110104520A AR084099A1 AR 084099 A1 AR084099 A1 AR 084099A1 AR P110104520 A ARP110104520 A AR P110104520A AR P110104520 A ARP110104520 A AR P110104520A AR 084099 A1 AR084099 A1 AR 084099A1
Authority
AR
Argentina
Prior art keywords
formula
alkyl
taken together
members
substituted
Prior art date
Application number
ARP110104520A
Other languages
English (en)
Original Assignee
Dow Agrosciences Llc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Dow Agrosciences Llc filed Critical Dow Agrosciences Llc
Publication of AR084099A1 publication Critical patent/AR084099A1/es

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D491/00Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/32Sulfur atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/06Heterocyclic 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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/08Preparation by ring-closure
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/06Heterocyclic 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 containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/08Preparation by ring-closure
    • C07D213/09Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles
    • C07D213/12Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles from unsaturated compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Reivindicación 1: Un procedimiento para la preparación de 2-trifluorometil-5-(1-sustituido)-alquilpiridina de fórmula (1), en donde R1 y R2 independientemente representan H, alquilo C1-4, o cualquiera entre R1 o R2 tomados conjuntamente con R3 representan un anillo saturado de 4 a 6 miembros, o R1 tomado conjuntamente con R2 representa un anillo saturado de 3 a 6 miembros opcionalmente sustituido con un átomo O ó N; R3 representa alquilo C1-4 o R3 tomados conjuntamente con R1 o R2 representan un anillo saturado de 4 a 6 miembros; y X representa CH2, O ó S, en donde: i) un 4-alcoxi-1,1,1-trifluorobut-3-en-2-ona de la fórmula (2) en donde R representa a alquilo C1-4 es condensado con una enamina de fórmula (3) en donde R1, R2, R3 y X son tal como se definen previamente, y R4 y R5 independientemente representan alquilo C1-8, alquenilo C2-8, arilalquilo C1-8, haloalquilo C1-8, alcoxialquilo C1-8, alquilaminoalquilo C1-8, arilo o heteroarilo o R4 y R5 tomados conjuntamente con N representan un anillo saturado o insaturado de 5 ó 6 miembros, para proveer un intermedio de la fórmula (4) en donde R1, R2, R3, R4, R5 y X son tal como se definen previamente, y ii) el intermedio de la fórmula (4) es ciclizado en presencia de amoníaco o un reactivo capaz de generar amoníaco, en donde la mejora comprende llevar a cabo los dos pasos en un solvente no polar sin aislamiento o purificación del intermedio de condensación de fórmula (4).
ARP110104520A 2010-12-03 2011-12-02 Procedimiento mejorado para la preparacion de 2-trifluorometil-5-(1-substituido)-alquilpiridinas AR084099A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US41927910P 2010-12-03 2010-12-03

Publications (1)

Publication Number Publication Date
AR084099A1 true AR084099A1 (es) 2013-04-17

Family

ID=46162833

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP110104520A AR084099A1 (es) 2010-12-03 2011-12-02 Procedimiento mejorado para la preparacion de 2-trifluorometil-5-(1-substituido)-alquilpiridinas

Country Status (17)

Country Link
US (1) US8742125B2 (es)
EP (1) EP2646416B9 (es)
JP (1) JP5828004B2 (es)
KR (1) KR20130124330A (es)
CN (1) CN103814031B (es)
AR (1) AR084099A1 (es)
AU (1) AU2011336870B2 (es)
BR (1) BR112013013290B1 (es)
CA (1) CA2818513C (es)
CO (1) CO6700894A2 (es)
IL (1) IL226660A (es)
MX (1) MX2013006190A (es)
PL (1) PL2646416T3 (es)
RU (1) RU2608317C2 (es)
UA (1) UA113281C2 (es)
WO (1) WO2012074857A2 (es)
ZA (1) ZA201303872B (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5828004B2 (ja) 2010-12-03 2015-12-02 ダウ アグロサイエンシィズ エルエルシー 2−トリフルオロメチル−5−(1−置換)アルキルピリジンの調製のための改良された方法
NZ702411A (en) * 2012-06-30 2016-07-29 Dow Agrosciences Llc Pyridine n-oxides and processes for their preparation
CN102977005A (zh) * 2012-11-08 2013-03-20 安徽国星生物化学有限公司 2,3,5-三甲基吡啶的提纯方法

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NO912475L (no) * 1990-06-27 1991-12-30 Sankyo Co Tiazolidinkarboksylsyreamidderivater med antiallergisk aktivitet, og fremgangsmaate til fremstilling derav.
RU2083562C1 (ru) * 1993-02-05 1997-07-10 Исихара Сангио Кайся Лтд. Производные пиридина, способ их получения, инсектицидная композиция
DE69638035D1 (de) * 1995-05-26 2009-11-05 Ishihara Sangyo Kaisha Verfahren zur Herstellung substituierter 1,1,1-Trifluoro-3-buten-2-one
WO2006060029A2 (en) 2004-04-08 2006-06-08 Dow Agrosciences Llc Insecticidal n-substituted sulfoximines
TWI398433B (zh) 2006-02-10 2013-06-11 Dow Agrosciences Llc 殺蟲性之n-取代(6-鹵烷基吡啶-3-基)烷基磺醯亞胺
TWI383973B (zh) * 2006-08-07 2013-02-01 Dow Agrosciences Llc 用於製備2-取代-5-(1-烷硫基)烷基吡啶之方法
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
MX2010000593A (es) * 2007-07-20 2010-08-04 Dow Agrosciences Llc Aumentador del vigor de una planta.
CN102137845B (zh) * 2008-07-01 2013-09-04 陶氏益农公司 制备2-三氟甲基-5-(1-取代)烷基吡啶的改进方法
JP5828004B2 (ja) 2010-12-03 2015-12-02 ダウ アグロサイエンシィズ エルエルシー 2−トリフルオロメチル−5−(1−置換)アルキルピリジンの調製のための改良された方法

Also Published As

Publication number Publication date
CO6700894A2 (es) 2013-06-28
ZA201303872B (en) 2014-08-27
MX2013006190A (es) 2013-07-29
RU2013130244A (ru) 2015-01-10
CN103814031B (zh) 2016-10-19
JP2014514241A (ja) 2014-06-19
CA2818513C (en) 2018-07-17
WO2012074857A3 (en) 2014-03-13
CA2818513A1 (en) 2012-06-07
BR112013013290A2 (pt) 2016-07-12
IL226660A (en) 2017-05-29
EP2646416B9 (en) 2016-12-21
RU2608317C2 (ru) 2017-01-17
JP5828004B2 (ja) 2015-12-02
KR20130124330A (ko) 2013-11-13
CN103814031A (zh) 2014-05-21
UA113281C2 (xx) 2017-01-10
EP2646416A2 (en) 2013-10-09
EP2646416A4 (en) 2014-11-05
BR112013013290B1 (pt) 2018-02-14
EP2646416B1 (en) 2016-09-07
AU2011336870B2 (en) 2016-03-03
WO2012074857A2 (en) 2012-06-07
PL2646416T3 (pl) 2017-03-31
AU2011336870A1 (en) 2013-05-30
US8742125B2 (en) 2014-06-03
US20120142933A1 (en) 2012-06-07

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