ES2536904T3 - Procedimientos para la preparación de enaminas - Google Patents

Procedimientos para la preparación de enaminas Download PDF

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Publication number
ES2536904T3
ES2536904T3 ES11845048.5T ES11845048T ES2536904T3 ES 2536904 T3 ES2536904 T3 ES 2536904T3 ES 11845048 T ES11845048 T ES 11845048T ES 2536904 T3 ES2536904 T3 ES 2536904T3
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ES
Spain
Prior art keywords
alkylaminoalkyl
arylalkyl
heteroaryl
carbonyl
cycloalkyl
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Active
Application number
ES11845048.5T
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English (en)
Inventor
Douglas C. Bland
Todd William Toyzan
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Corteva Agriscience LLC
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Dow AgroSciences LLC
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B43/00—Formation or introduction of functional groups containing nitrogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/44—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers
    • C07C209/52—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of carboxylic acids or esters thereof in presence of ammonia or amines, or by reduction of nitriles, carboxylic acid amides, imines or imino-ethers by reduction of imines or imino-ethers
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/24—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C323/27—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and unsaturated
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no 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, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/12—Oxygen or sulfur atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Polyamides (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Hydrogenated Pyridines (AREA)
  • Steroid Compounds (AREA)

Abstract

Un procedimiento que comprende: (A) en una zona de reacción que comprende un disolvente, hacer reaccionar una amina y un carbonilo para producir una enamina y H2O (1) en donde dicha amina tiene la fórmula siguiente en donde R4 y R5 se eligen independientemente cada uno de ellos entre alquilo C1-C8, cicloalquilo C3-C8, alcoxialquilo C2-C8, arilalquilo C7-C12, alquilaminoalquilo C2-C8, arilo, y heteroarilo, o R4 y R5 tomados junto con N representan un anillo de 5 o 6 miembros saturado o insaturado; y (2) en donde dicho carbonilo (es decir, un aldehído o una cetona) tiene la fórmula siguiente (a) en donde R1 y R2 se eligen independientemente cada uno de ellos entre alquilo C1-C8, cicloalquilo C3-C8, alcoxialquilo C2-C8, arilalquilo C7-C12, alquilaminoalquilo C2-C8, arilo y heteroarilo, cada uno de los cuales está sustituido independientemente con uno o más grupos S-R6 en donde cada R6 se elige independientemente entre alquilo C1-C8, cicloalquilo C3-C8, alcoxialquilo C2-C8, arilalquilo C7-C12, alquilaminoalquilo C2-C8, arilo y heteroarilo, y (b) en donde R3 se elige entre H, alquilo C1-C8, cicloalquilo C3-C8, alcoxialquilo C2-C8, arilalquilo C7-C12, alquilaminoalquilo C2-C8, arilo y heteroarilo; o dicho carbonilo es 3-metilsulfanil-butiraldehído; (3) en donde dicha reacción, en dicha zona de reacción, se lleva a cabo bajo condiciones de destilación que comprenden (a) una presión de aproximadamente 100 pascales (Pa) a aproximadamente 120.000 Pa, y (b) una temperatura aproximadamente por debajo de, pero preferiblemente por debajo de la temperatura de descomposición térmica de dicha enamina durante dicha reacción; y (4) en donde dicho disolvente comprende inicialmente un líquido no polar de alto punto de ebullición, un líquido polar de alto punto de ebullición, y después comprende además H2O producida por la condensación de dicha amina y dicho carbonilo para producir dicha enamina; y (B) eliminar una fase vapor de dicha zona de reacción en donde dicha fase vapor comprende H2O.

Description

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Claims (1)

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ES11845048.5T 2010-12-03 2011-11-23 Procedimientos para la preparación de enaminas Active ES2536904T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US41930010P 2010-12-03 2010-12-03
US419300P 2010-12-03
PCT/US2011/061983 WO2012074860A1 (en) 2010-12-03 2011-11-23 Processes for the preparation of enamines

Publications (1)

Publication Number Publication Date
ES2536904T3 true ES2536904T3 (es) 2015-05-29

Family

ID=46162836

Family Applications (1)

Application Number Title Priority Date Filing Date
ES11845048.5T Active ES2536904T3 (es) 2010-12-03 2011-11-23 Procedimientos para la preparación de enaminas

Country Status (19)

Country Link
US (3) US20120142943A1 (es)
EP (1) EP2680696B1 (es)
JP (1) JP6022472B2 (es)
KR (1) KR20130143069A (es)
CN (1) CN103298342B (es)
AR (1) AR084142A1 (es)
AU (1) AU2011336873B2 (es)
BR (1) BR112013013306A8 (es)
CA (1) CA2818440A1 (es)
CO (1) CO6700896A2 (es)
DK (1) DK2680696T3 (es)
ES (1) ES2536904T3 (es)
IL (1) IL226574A (es)
MX (1) MX2013006192A (es)
PL (1) PL2680696T3 (es)
RU (1) RU2586046C2 (es)
UA (1) UA109564C2 (es)
WO (1) WO2012074860A1 (es)
ZA (1) ZA201303871B (es)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
UA112066C2 (uk) * 2010-12-03 2016-07-25 ДАУ АГРОСАЙЄНСІЗ ЕлЕлСі Способи отримання енамінів

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2305106A (en) * 1940-04-29 1942-12-15 Ici Ltd Manufacture of acetonitrile
US3074940A (en) * 1958-09-10 1963-01-22 Monsanto Chemicals Process for the manufacture of enamines
DE1287571B (de) * 1966-02-21 1969-01-23 Frhr Von Hirsch Hubert Verfahren zur Herstellung von Enaminen
DE2125247C3 (de) * 1971-04-06 1981-07-23 Schering Ag Berlin Und Bergkamen, 1000 Berlin Verfahren zum Applizieren von Lacken, Vergußmassen, Spachtelmassen, Überzugs- und Beschichtungsmassen
US5247091A (en) 1992-07-30 1993-09-21 Hoechst Celanese Corporation Preparation of enamines in aqueous media
JP2927200B2 (ja) * 1995-02-20 1999-07-28 三菱電機株式会社 冷蔵庫の棚板案内装置
CZ20004806A3 (cs) * 1998-06-26 2001-08-15 Pfizer Products Inc. Zlepšený způsob přípravy Schiffových bází, aduktů aminů s ohydroxyaldehydy a kompozice na jejich podkladě
AU2005310314B2 (en) 2004-04-08 2011-07-21 Corteva Agriscience 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）
US7728014B2 (en) * 2006-09-07 2010-06-01 Allergan, Inc. Heteroaromatic compounds having sphingosine-1-phosphate (S1P) receptor agonist biological activity
KR101364418B1 (ko) * 2007-02-09 2014-02-17 다우 아그로사이언시즈 엘엘씨 2-치환된-5-(1-알킬티오)알킬피리딘의 제조 방법
JP4316634B2 (ja) * 2007-05-10 2009-08-19 シャープ株式会社 エナミン化合物を含有する電子写真感光体とそれを備えた画像形成装置およびエナミン化合物とその製造方法
EP2171077B1 (en) * 2007-07-11 2012-11-28 DSM IP Assets B.V. Enantioselective reduction
CN101765371B (zh) * 2007-07-27 2015-02-04 陶氏益农公司 杀虫剂及其用途
JP5408894B2 (ja) * 2008-04-02 2014-02-05 京セラドキュメントソリューションズ株式会社 電子写真感光体、およびこれを備えた画像形成装置
WO2010002577A1 (en) * 2008-07-01 2010-01-07 Dow Agrosciences Llc Improved process for the preparation of 2-trifluoromethyl-5-(1-substituted)alkylpyridines
UA112066C2 (uk) * 2010-12-03 2016-07-25 ДАУ АГРОСАЙЄНСІЗ ЕлЕлСі Способи отримання енамінів
UA109469C2 (xx) * 2010-12-03 2015-08-25 Способи отримання енамінів

Also Published As

Publication number Publication date
CN103298342B (zh) 2015-05-20
CO6700896A2 (es) 2013-06-28
WO2012074860A1 (en) 2012-06-07
KR20130143069A (ko) 2013-12-30
EP2680696A4 (en) 2014-05-14
UA109564C2 (xx) 2015-09-10
JP6022472B2 (ja) 2016-11-09
AR084142A1 (es) 2013-04-24
US20140155629A1 (en) 2014-06-05
CA2818440A1 (en) 2012-06-07
BR112013013306A8 (pt) 2017-10-10
AU2011336873A1 (en) 2013-05-30
DK2680696T3 (en) 2015-08-03
EP2680696B1 (en) 2015-05-06
ZA201303871B (en) 2014-08-27
BR112013013306A2 (pt) 2016-07-12
RU2586046C2 (ru) 2016-06-10
US20120142943A1 (en) 2012-06-07
IL226574A (en) 2016-11-30
CN103298342A (zh) 2013-09-11
US20150329509A1 (en) 2015-11-19
MX2013006192A (es) 2013-11-04
RU2013130223A (ru) 2015-01-10
EP2680696A1 (en) 2014-01-08
PL2680696T3 (pl) 2015-10-30
JP2014505023A (ja) 2014-02-27
AU2011336873B2 (en) 2015-08-13

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