PE20211750A1 - Sintesis de 5-cloro-2-[(3,4,4-trifluoro-3-buten-1-il)tio]-tiazol - Google Patents
Sintesis de 5-cloro-2-[(3,4,4-trifluoro-3-buten-1-il)tio]-tiazolInfo
- Publication number
- PE20211750A1 PE20211750A1 PE2020000992A PE2020000992A PE20211750A1 PE 20211750 A1 PE20211750 A1 PE 20211750A1 PE 2020000992 A PE2020000992 A PE 2020000992A PE 2020000992 A PE2020000992 A PE 2020000992A PE 20211750 A1 PE20211750 A1 PE 20211750A1
- Authority
- PE
- Peru
- Prior art keywords
- formula
- weight
- ncs
- buten
- trifluoro
- Prior art date
Links
- SCVJRXQHFJXZFZ-KVQBGUIXSA-N 2-amino-9-[(2r,4s,5r)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purine-6-thione Chemical compound C1=2NC(N)=NC(=S)C=2N=CN1[C@H]1C[C@H](O)[C@@H](CO)O1 SCVJRXQHFJXZFZ-KVQBGUIXSA-N 0.000 title 1
- 230000015572 biosynthetic process Effects 0.000 title 1
- 238000003786 synthesis reaction Methods 0.000 title 1
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 abstract 16
- 150000001875 compounds Chemical class 0.000 abstract 5
- 238000000034 method Methods 0.000 abstract 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 5
- 125000000446 sulfanediyl group Chemical group *S* 0.000 abstract 4
- 239000011541 reaction mixture Substances 0.000 abstract 3
- -1 3,4,4-trifluoro-3-buten-1-yl Chemical group 0.000 abstract 1
- 241000244206 Nematoda Species 0.000 abstract 1
- 230000003071 parasitic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/36—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/10—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Abstract
La presente invencion se refiere a un procedimiento para la preparacion de 5-cloro-2-[3,4,4-trifluoro-3-buten-1-il)tio]-tiazol de formula (I). Este proceso comprende hacer reaccionar 2-[3,4,4-trifluoro-3-buten-1-il)tio]-tiazol de formula (II) con N-clorosuccinimida (NCS) en presencia de una cantidad reducida de agua, donde: i) concentracion de agua entre el 0% en peso y el 5% en peso en relacion con el peso total de la mezcla de reaccion; ii) concentracion de agua entre el 0% en peso y el 7% en peso en relacion con el peso del compuesto de formula (II) en la mezcla de reaccion; iii) concentracion de agua entre 0% en peso y el 7% en peso en relacion con el peso de NCS en la mezcla de reaccion. Tambien se refiere a un procedimiento mejorado para la preparacion de 5-cloro-2-[3,4,4-trifluoro-3-buten-1-il)tio]-tiazol de formula (I) que comprende hacer reaccionar 2-[3,4,4-trifluoro-3-buten-1-il)tio]-tiazol de formula (II) con N-clorosuccinimida (NCS) en presencia de agua y con una cantidad molar en exceso de NCS, donde la relacion molar de NCS con respecto al compuesto de formula (II) es de aproximadamente 3:1 hasta aproximadamente 1:8,5. Tambien se refiere a un procedimiento para la preparacion de un compuesto de formula (III) que comprende convertir el compuesto de formula (I) con NCS segun el procedimiento. El compuesto de formula (I) corresponde a un principio activo muy eficaz contra nematodos parasitos de plantas.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US201862620769P | 2018-01-23 | 2018-01-23 | |
PCT/IB2019/050533 WO2019145857A2 (en) | 2018-01-23 | 2019-01-22 | Synthesis of 5-chloro-2-[(3,4,4-trifluoro-3-buten-1-yl)thio]-thiazole |
Publications (1)
Publication Number | Publication Date |
---|---|
PE20211750A1 true PE20211750A1 (es) | 2021-09-06 |
Family
ID=67395259
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PE2020000992A PE20211750A1 (es) | 2018-01-23 | 2019-01-22 | Sintesis de 5-cloro-2-[(3,4,4-trifluoro-3-buten-1-il)tio]-tiazol |
Country Status (10)
Country | Link |
---|---|
US (1) | US11352335B2 (es) |
CN (1) | CN111885917B (es) |
AR (1) | AR114185A1 (es) |
AU (1) | AU2019212442A1 (es) |
BR (1) | BR112020015004A2 (es) |
CA (1) | CA3089436A1 (es) |
IL (1) | IL276196B2 (es) |
MX (1) | MX2020007630A (es) |
PE (1) | PE20211750A1 (es) |
WO (1) | WO2019145857A2 (es) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BR122022001869B1 (pt) | 2015-12-10 | 2022-09-13 | Adama Makhteshim Ltd. | Composição de material agrícola, método de controle e prevenção de peste e de aperfeiçoamento do crescimento de planta, processo de preparo da composição de material agrícola e uso de um copolímero em bloco |
AR114185A1 (es) | 2018-01-23 | 2020-07-29 | Adama Makhteshim Ltd | Síntesis de 5-cloro-2-[(3,4,4-trifluoro-3-buten-1-il)tio]-tiazol |
Family Cites Families (49)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0007731A3 (en) | 1978-07-28 | 1980-02-20 | Imperial Chemical Industries Plc | Process for the production of dispersions of hydrophobic particulate solids (e.g. pesticides) and the particulate dispersions thus obtained |
US5085698A (en) | 1990-04-11 | 1992-02-04 | E. I. Du Pont De Nemours And Company | Aqueous pigmented inks for ink jet printers |
US5763548A (en) | 1995-03-31 | 1998-06-09 | Carnegie-Mellon University | (Co)polymers and a novel polymerization process based on atom (or group) transfer radical polymerization |
ATE271043T1 (de) * | 1995-12-21 | 2004-07-15 | Syngenta Participations Ag | Verfahren zur herstellung von 2-chlor-5- chloromethyl-thiazol |
DE19621983A1 (de) | 1996-06-03 | 1997-12-04 | Basf Ag | Verwendung von Copolymeren aus hydrophilen und hydrophoben Monomeren zur Erhöhung der Lösegeschwindigkeit von teilchenförmigen Waschmittelformulierungen in Wasser |
DE69709110T2 (de) | 1996-07-10 | 2002-04-25 | Du Pont | Polymerisation mit "living" kennzeichen |
US5708095A (en) | 1996-08-30 | 1998-01-13 | E. I. Du Pont De Nemours And Company | Graft copolymers containing sulfonate and phosphonate groups having particular utility as pigmented ink dispersants |
FR2764892B1 (fr) | 1997-06-23 | 2000-03-03 | Rhodia Chimie Sa | Procede de synthese de polymeres a blocs |
JP2001510208A (ja) | 1997-07-15 | 2001-07-31 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | ニトロソ化合物又はニトロン化合物から誘導されたアルコキシアミン化合物を含む重合可能な組成物 |
KR100589073B1 (ko) | 1997-12-18 | 2006-06-13 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 리빙 특성의 중합 방법 및 이 방법으로 제조된 중합체 |
FR2773161B1 (fr) | 1997-12-31 | 2000-01-21 | Rhodia Chimie Sa | Procede de synthese de polymeres a blocs |
US6812291B1 (en) | 1997-12-31 | 2004-11-02 | Rhodia Chimie | Method for block polymer synthesis by controlled radical polymerization from dithiocarbamate compounds |
US6262152B1 (en) | 1998-10-06 | 2001-07-17 | E. I. Du Pont De Nemours And Company | Particles dispersed w/polymer dispersant having liquid soluble and cross-linkable insoluble segments |
US6204319B1 (en) | 1998-10-30 | 2001-03-20 | E.I. Du Pont De Nemours And Company | Aqueous coating compositions |
FR2794463B1 (fr) | 1999-06-04 | 2005-02-25 | Rhodia Chimie Sa | Procede de synthese de polymeres par polymerisation radicalaire controlee a l'aide de xanthates halogenes |
JP2001019685A (ja) | 1999-07-06 | 2001-01-23 | Nippon Bayer Agrochem Co Ltd | 殺センチュウ性トリフルオロブテン類 |
JP2001322988A (ja) | 2000-03-09 | 2001-11-20 | Nippon Bayer Agrochem Co Ltd | 殺センチュウ性トリフルオロブテン類 |
AT408756B (de) * | 2000-05-23 | 2002-03-25 | Dsm Fine Chem Austria Gmbh | Verfahren zur herstellung von 2-chlor-5-chlormethyl-1,3-thiazol |
DE10034130A1 (de) | 2000-07-13 | 2002-01-24 | Bayer Ag | Heterocyclische Fluoralkenylthioether (lV) |
FR2812293B1 (fr) | 2000-07-28 | 2002-12-27 | Rhodia Chimie Sa | Procede de synthese de polymeres a blocs par polymerisation radicalaire controlee |
AU2001290979A1 (en) | 2000-09-14 | 2002-03-26 | Rohm And Haas Company | A method of improving the melt processing of thermoplastic polymers and compositions produced thereby |
FR2814168B1 (fr) | 2000-09-18 | 2006-11-17 | Rhodia Chimie Sa | Procede de synthese de polymeres a blocs par polymerisation radicalaire controlee en presence d'un compose disulfure |
US6569969B2 (en) | 2000-09-28 | 2003-05-27 | Symyx Technologies, Inc. | Control agents for living-type free radical polymerization, methods of polymerizing and polymers with same |
US6579947B2 (en) | 2001-02-20 | 2003-06-17 | Rhodia Chimie | Hydraulic fracturing fluid comprising a block copolymer containing at least one water-soluble block and one hydrophobic block |
JP2003113168A (ja) * | 2001-09-28 | 2003-04-18 | Bayer Ag | 殺センチュウ性トリフルオロブテン誘導体 |
DE10229776A1 (de) * | 2002-07-03 | 2004-01-22 | Bayer Cropscience Ag | Verfahren zum Herstellen von heterocyclischen Fluoralkenylsulfonen |
DE10319591A1 (de) | 2003-05-02 | 2004-11-18 | Bayer Cropscience Ag | Wirkstoffkombinationen mit nematiziden, insektiziden und fungiziden Eigenschaften basierend auf Trifluorbutenyl-Verbindungen |
DE10319590A1 (de) | 2003-05-02 | 2004-11-18 | Bayer Cropscience Ag | Wirkstoffkombinationen mit nematiziden und insektiziden Eigenschaften basierend auf Trifluorbutenyl-Verbindungen |
US7576216B2 (en) * | 2004-07-30 | 2009-08-18 | Abbott Laboratories | Preparation of pyridonecarboxylic acid antibacterials |
AU2006233601A1 (en) | 2005-04-08 | 2006-10-19 | Syngenta Participations Ag. | Method of mollusc control |
EP1973400A2 (en) | 2006-01-10 | 2008-10-01 | Innovaform Technologies, LLC | Pesticide delivery system |
US20070194216A1 (en) | 2006-02-21 | 2007-08-23 | Exatec, Llc | Printable controls for a window assembly |
MX2009006321A (es) | 2006-12-13 | 2009-06-30 | Innovaform Technologies Llc | Agregados de pesticidas. |
CN105309424B (zh) | 2008-09-25 | 2022-09-02 | 维乌作物保护有限公司 | 生产聚合物纳米颗粒的方法和活性成分的制剂 |
CN102209468A (zh) | 2008-11-07 | 2011-10-05 | 巴斯夫欧洲公司 | 具有三种溶剂的农业化学配制剂 |
BR112012003069B1 (pt) | 2009-08-14 | 2018-05-22 | Bayer Intellectual Property Gmbh | Concentrados de suspensão de metribuzina, de alta concentração, sem silicato de alumínio. |
CA2802787C (en) | 2010-06-18 | 2020-02-25 | Bayer Intellectual Property Gmbh | Active substance combinations with insecticide and acaricide properties |
DE102011014354A1 (de) | 2011-03-17 | 2012-09-20 | Clariant International Ltd. | Suspensionskonzentrate |
GB201111439D0 (en) | 2011-07-04 | 2011-08-17 | Syngenta Ltd | Formulation |
WO2013093578A1 (en) | 2011-12-22 | 2013-06-27 | Vive Crop Protection Inc. | Strobilurin formulations |
EP3476219B1 (en) | 2012-01-17 | 2023-08-30 | Syngenta Participations AG | Pesticidal mixtures including spiroheterocyclic pyrrolidine diones |
EP2836073A1 (en) | 2012-03-05 | 2015-02-18 | Ceradis B.V. | Polyelectrolyte complexes for biocide enhancement |
US9961900B2 (en) | 2012-06-11 | 2018-05-08 | Vive Crop Protection Inc. | Herbicide formulations |
EP2863953A1 (de) | 2012-06-22 | 2015-04-29 | Basf Se | Wirkstoffhaltige festen dispersionen auf basis von diethylaminoethylmethacrylat-copolymeren |
WO2014002111A1 (en) * | 2012-06-26 | 2014-01-03 | Rallis India Limited | Process of preparation of azimsulfuron |
FR3011555A1 (fr) | 2013-10-04 | 2015-04-10 | Rhodia Operations | Polymeres sequences pour le controle du filtrat |
EP3099167A4 (en) | 2014-01-29 | 2017-09-06 | Verdesian Life Siciences, LLC | Adjuvants for plant growth regulators |
CN104982431A (zh) | 2015-06-09 | 2015-10-21 | 天津市华宇农药有限公司 | 一种含有异丙草胺和莠去津的除草剂组合物及其制备方法 |
AR114185A1 (es) | 2018-01-23 | 2020-07-29 | Adama Makhteshim Ltd | Síntesis de 5-cloro-2-[(3,4,4-trifluoro-3-buten-1-il)tio]-tiazol |
-
2019
- 2019-01-21 AR ARP190100134A patent/AR114185A1/es unknown
- 2019-01-22 CA CA3089436A patent/CA3089436A1/en active Pending
- 2019-01-22 AU AU2019212442A patent/AU2019212442A1/en active Pending
- 2019-01-22 MX MX2020007630A patent/MX2020007630A/es unknown
- 2019-01-22 IL IL276196A patent/IL276196B2/en unknown
- 2019-01-22 CN CN201980021167.7A patent/CN111885917B/zh active Active
- 2019-01-22 BR BR112020015004-5A patent/BR112020015004A2/pt unknown
- 2019-01-22 PE PE2020000992A patent/PE20211750A1/es unknown
- 2019-01-22 US US16/964,047 patent/US11352335B2/en active Active
- 2019-01-22 WO PCT/IB2019/050533 patent/WO2019145857A2/en active Application Filing
Also Published As
Publication number | Publication date |
---|---|
US11352335B2 (en) | 2022-06-07 |
WO2019145857A3 (en) | 2019-09-26 |
IL276196A (en) | 2020-09-30 |
BR112020015004A2 (pt) | 2020-12-29 |
US20210070719A1 (en) | 2021-03-11 |
IL276196B1 (en) | 2023-09-01 |
CN111885917B (zh) | 2023-07-28 |
CN111885917A (zh) | 2020-11-03 |
WO2019145857A2 (en) | 2019-08-01 |
IL276196B2 (en) | 2024-01-01 |
MX2020007630A (es) | 2020-09-14 |
AR114185A1 (es) | 2020-07-29 |
AU2019212442A1 (en) | 2020-08-06 |
CA3089436A1 (en) | 2019-08-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
PE20211750A1 (es) | Sintesis de 5-cloro-2-[(3,4,4-trifluoro-3-buten-1-il)tio]-tiazol | |
HN2011000699A (es) | El compuesto (s)-1-({4-metil-5-[2-(2,2,2-trifluoro-1,1-dimetil-etil)-piridin-4-il]-tiazol-2-il}-amida) de 2-amida del acido pirrolidin-1,2-dicarboxilico en forma libre o de sal y composiciones y composicion farmaceutica que lo contiene. | |
MA33364B1 (fr) | Dérivés aminobutyriques substitués en tant qu'inhibiteurs de néprilysine | |
AR074696A1 (es) | Derivados heterociclicos de isoxazol para su uso como reguladores del crecimiento de plantas. | |
BRPI0817096B8 (pt) | análogo de tiazolidinodiona e composição farmacêutica que o compreende | |
AR089372A1 (es) | Composiciones de cuidado oral | |
EA200801828A2 (ru) | Соединения 1,2,4,5-тетрагидро-3h-бензазепина, способ их получения и фармацевтические композиции, содержащие эти соединения | |
AR099134A1 (es) | Procedimiento para la preparación de n-[(3-aminooxetán-3-il)metil]-2-(1,1-dioxo-3,5-dihidro-1,4-benzotiazepín-4-il)-6-metil-quinazolín-4-amina | |
CO6400227A2 (es) | Análogos de nucleosidos | |
AR087470A1 (es) | Derivados imidazolicos bifenilenicos y composiciones farmaceuticas que los contienen | |
DK2190426T3 (da) | Griseofulvin-analoger til behandling af cancer ved hæmning af centrosomal clusterdannelse | |
PE20230322A1 (es) | Aminotiazoles sustituidos como inhibidores de dgkzeta para la activacion inmune | |
AR078318A1 (es) | Compuestos carbonatos de anti-biopelicula para su uso en composiciones de cuidado oral | |
AR076181A1 (es) | Compuestos derivados de mentol y uso de los mismos como agentes activos orales y sistemicos. metodo. composicion. | |
BR112012027383A2 (pt) | composição para o controle de doenças de plantas e uso da mesma | |
AR089409A1 (es) | Agente de control de enfermedades de las plantas | |
BRPI0508232A (pt) | sìntese de epotilonas, intermediários das mesmas, análogos e usos das mesmas | |
CL2021000109A1 (es) | Compuestos de isoxazolina para controlar plagas de invertebrados | |
AR087346A1 (es) | Formulaciones de compuestos de tiofeno | |
CO6612211A2 (es) | Derivado de amida que tiene una acción hipoglucémica y/o una acción protectora de células b o pancreas | |
BRPI1014887A8 (pt) | composição farmacêutica para uso no tratamento de neoplasias e uso de um composto provendo di-hidroartemesinina via dosagem sublingual, transmucosal, bucal ou nasal | |
MX2021007335A (es) | Forma amorfa y proceso. | |
AR066054A1 (es) | Proceso para preparar galantamina | |
CY1112146T1 (el) | Βακτηριοκτονος συνθεση για αγροτικη ή κηπουρικη χρηση και μεθοδος ελεγχου ασθενειας φυτου | |
MX2020004842A (es) | Compuestos heterociclicos antiinfecciosos y sus usos. |