AR072431A1 - Procedimiento mejorado para la preparacion de 2-trifluormetil-5-(1-substituido)alquilpiridina - Google Patents

Procedimiento mejorado para la preparacion de 2-trifluormetil-5-(1-substituido)alquilpiridina

Info

Publication number
AR072431A1
AR072431A1 ARP090102445A ARP090102445A AR072431A1 AR 072431 A1 AR072431 A1 AR 072431A1 AR P090102445 A ARP090102445 A AR P090102445A AR P090102445 A ARP090102445 A AR P090102445A AR 072431 A1 AR072431 A1 AR 072431A1
Authority
AR
Argentina
Prior art keywords
formula
alkyl
taken together
members
saturated ring
Prior art date
Application number
ARP090102445A
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 AR072431A1 publication Critical patent/AR072431A1/es

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/06—Heterocyclic 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
    • C07D213/08—Preparation by ring-closure
    • C07D213/09—Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles
    • C07D213/12—Preparation by ring-closure involving the use of ammonia, amines, amine salts, or nitriles from unsaturated compounds
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/06—Heterocyclic 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
    • C07D213/08—Preparation by ring-closure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/24—Heterocyclic 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
    • C07D213/26—Radicals substituted by halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/24—Heterocyclic 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
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/32—Sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pyridine Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Reivindicacion 1: Un procedimiento para la preparacion de 2-trifluorometil-5-(1-substituido)alquilpiridina de formula (1) en donde R1 y R2 representan independientemente H, alquilo C1-4, o cualquiera de R1 o R2 tomadas juntas con R3 representan un anillo saturado de 4 a 6 miembros, o R1 tomadas juntas con R2 representan un anillo saturado de 3 a 6 miembros opcionalmente sustituido con un átomo N u O; R3 representa alquilo C1-4 o R3 tomada junto con cualquiera de R1 o R2 representa un anillo saturado de 4 a 6 miembros; y X representa CH2, O, o S; que comprende i) contactar un éter de vinil alquilo de la formula (5) en la que R representa un alquilo C1-4 con cloruro de trifluoroacetilo para proporcionar un 4-cloro-4-alcoxi-1,1,1-trifluoro-2-butanona de la formula (2) en la que R es como se definio anteriormente; ii) condensar el 4-cloro-4-alcoxi-1,1,1-trifluoro-2-butanona con una enamina de formula (3) en donde R1, R2, R3 y X son como se definio anteriormente; y R4 y R5 representan independientemente hidrogeno, 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 tomadas juntas con N representan un anillo saturado de 5 o 6 miembros o un anillo insaturado; en la presencia de una base terciaria de amina para proporcionar un intermediario de la formula (4) en donde R1, R2, R3, R4, R5 y X son como se define anteriormente; y iii) ciclizar el intermediario de la formula (4) en la presencia de amoníaco o un reactivo capaz de generar amoníaco.
ARP090102445A 2008-07-01 2009-06-30 Procedimiento mejorado para la preparacion de 2-trifluormetil-5-(1-substituido)alquilpiridina AR072431A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US7718908P 2008-07-01 2008-07-01

Publications (1)

Publication Number Publication Date
AR072431A1 true AR072431A1 (es) 2010-08-25

Family

ID=40972917

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP090102445A AR072431A1 (es) 2008-07-01 2009-06-30 Procedimiento mejorado para la preparacion de 2-trifluormetil-5-(1-substituido)alquilpiridina

Country Status (17)

Country Link
US (1) US20100004457A1 (es)
EP (1) EP2315750B1 (es)
JP (1) JP2011526899A (es)
KR (1) KR20110025869A (es)
CN (1) CN102137845B (es)
AR (1) AR072431A1 (es)
AU (1) AU2009265035B2 (es)
BR (1) BRPI0915365B8 (es)
CA (1) CA2729697A1 (es)
CL (1) CL2009001500A1 (es)
DK (1) DK2315750T3 (es)
IL (1) IL210405A (es)
MX (1) MX2011000196A (es)
TW (1) TW201004928A (es)
UY (1) UY31947A (es)
WO (1) WO2010002577A1 (es)
ZA (1) ZA201100044B (es)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK2310350T3 (en) * 2008-07-04 2017-12-11 Solvay PROCEDURE FOR THE PREPARATION OF ALKENONES
CN102164898A (zh) * 2008-09-30 2011-08-24 索尔维公司 用于合成卤化的环状化合物的方法
GB0903749D0 (en) * 2009-03-04 2009-04-15 Syngenta Participations Ag Chemical process
US8957254B2 (en) 2009-07-06 2015-02-17 Solvay Sa Process for chemical synthesis from an alkenone made from a halogenated precursor
MX338553B (es) * 2010-12-03 2016-04-20 Dow Agrosciences Llc Procesos para la preparacion de enaminas.
WO2012074857A2 (en) * 2010-12-03 2012-06-07 Dow Agrosciences Llc Improved process for the preparation of 2-trifluoromethyl-5-(1-substituted)alkylpyridines
ES2536904T3 (es) * 2010-12-03 2015-05-29 Dow Agrosciences Llc Procedimientos para la preparación de enaminas
WO2012074862A2 (en) * 2010-12-03 2012-06-07 Dow Agrosciences Llc Processes for the preparation of enamines
EP2607343A1 (en) 2011-12-22 2013-06-26 Solvay Sa Process for the manufacture of halogenated precursors of alkenones and of alkenones
JP6219922B2 (ja) * 2012-03-30 2017-10-25 ダウ アグロサイエンシィズ エルエルシー ３−置換−６−トリフルオロメチルピリジンを調製する方法およびハロゲン化６−トリクロロメチルピリジンを使用する方法
WO2014004094A1 (en) 2012-06-30 2014-01-03 Dow Agrosciences Llc Production of n-substituted sulfoximine pyridine n-oxides
CN104602527B (zh) * 2012-06-30 2018-09-25 美国陶氏益农公司 吡啶n-氧化物及其制备方法
ES2748211T3 (es) 2012-06-30 2020-03-13 Dow Agrosciences Llc N-óxidos de sulfilimina y sulfoximina piridina N-sustituidos insecticidas

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0744400B1 (en) * 1995-05-26 2002-09-11 Ishihara Sangyo Kaisha, Ltd. Process for producing 4-trifluoromethylnicotinic acid
EP1480934A2 (de) * 2002-02-08 2004-12-01 Solvay Fluor und Derivate GmbH Herstellung von alkenonen
DE10208955A1 (de) * 2002-02-28 2003-09-11 Bayer Ag Verfahren zur Herstellung von 2-Halogenalkylnicotinsäuren
DE10325715A1 (de) * 2003-06-06 2004-12-23 Solvay Fluor Und Derivate Gmbh Vereinfachte Herstellung von Alkenonen
CA2558647C (en) * 2004-04-08 2013-05-28 Dow Agrosciences Llc Insecticidal n-substituted sulfoximines
TW201309635A (zh) * 2006-02-10 2013-03-01 Dow Agrosciences Llc 殺蟲性之ｎ-取代（６-鹵烷基吡啶-３-基）烷基磺醯亞胺（二）
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
TWI383970B (zh) * 2006-11-08 2013-02-01 Dow Agrosciences Llc 多取代的吡啶基磺醯亞胺及其作為殺蟲劑之用途
KR20130105936A (ko) * 2006-11-30 2013-09-26 다우 아그로사이언시즈 엘엘씨 2-치환된-5-(1-알킬티오)알킬피리딘의 제조 방법
EP2114884B1 (en) * 2007-02-09 2010-12-15 Dow AgroSciences LLC Process for the preparation of 2-substituted-5-(1-alkylthio) alkylpyridines
CN103641826B (zh) * 2007-07-27 2016-04-20 陶氏益农公司 杀虫剂及其用途

Also Published As

Publication number Publication date
KR20110025869A (ko) 2011-03-11
JP2011526899A (ja) 2011-10-20
BRPI0915365B8 (pt) 2022-06-28
EP2315750A1 (en) 2011-05-04
CA2729697A1 (en) 2010-01-07
CN102137845A (zh) 2011-07-27
CN102137845B (zh) 2013-09-04
ZA201100044B (en) 2012-04-25
IL210405A0 (en) 2011-03-31
BRPI0915365B1 (pt) 2017-02-07
UY31947A (es) 2010-01-29
CL2009001500A1 (es) 2010-09-24
AU2009265035A1 (en) 2010-01-07
MX2011000196A (es) 2011-03-24
IL210405A (en) 2013-09-30
DK2315750T3 (da) 2013-02-18
US20100004457A1 (en) 2010-01-07
EP2315750B1 (en) 2012-11-07
BRPI0915365A2 (pt) 2015-08-04
WO2010002577A1 (en) 2010-01-07
AU2009265035B2 (en) 2011-12-22
TW201004928A (en) 2010-02-01

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