- IMPROVED SYNTHESIS OF 6-ARYL-4-AMINOPICOLINATES
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The present disclosure relates to improved methods of synthesizing 6-aryl-4-aminopicolinates, such as arylalkyl and alkyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates.
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Page/Page column 37-39
(2021/09/26)
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- PREPARATION OF COMPOUNDS HAVING PESTICIDAL ACTIVITY
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A method of forming a compound of formula (I) as described herein is provided. Some embodiments of the compound of formula (I) are known to have herbicidal activity. The method comprises combining a compound of formula (II) and a compound of formula (IIIa) or (IIIb), each as described herein, or a salt or ester thereof in a liquid mixture comprising the compounds of formula (II), formula (IIIa) or (IIIb), water, a non-aqueous solvent, a surfactant, a catalyst, and a ligand at certain temperature, pH, and HLB ranges to form a chemical reaction product mixture comprising the compound of formula (I) and by-products.
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Paragraph 0052-0055
(2021/11/20)
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- Development of a Novel Route for Incorporation of Carbon-14 into the Pyridine Ring of Rinskor Active
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Rinskor active is a new 6-arylpicolinate herbicide that is used for postemergent control of grass, broadleaf, and sedge weeds in rice and other crops. In order to register a new herbicide, carbon-14-labeled radiotracers of the active ingredient are requir
- Johnson, Pete
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p. 2243 - 2252
(2019/10/16)
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- SYNTHESIS OF 6-ARYL-4-AMINOPICOLINATES AND 2-ARYL-6-AMINOPYRIMIDINE-4-CARBOXYLATES BY DIRECT SUZUKI COUPLING
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Improved methods of synthesizing 6-aryl-4-aminopicolinates, such as arylalky and alkyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylates and arylalkyl and alkyl 4-amino-3-chloro-5-fluoro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2- carboxylates, are described herein. The improved methods include a direct Suzuki coupling step, which eliminates the protection/de-protection steps in the current chemical process, and therefore eliminates or reduces various raw materials, equipment and cycle time as well as modification of other process conditions including use of crude AP, use of ABA-diMe, and varying pH, catalyst concentration, solvent composition, and/or workup procedures. This invention was expanded to include synthesis of 2-aryl-6-aminopyrimidine-4-carboxylates.
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Page/Page column 24
(2017/12/18)
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- The discovery of Arylex active and Rinskor active: Two novel auxin herbicides
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Multiple classes of commercially important auxin herbicides have been discovered since the 1940s including the aryloxyacetates (2,4-D, MCPA, dichlorprop, mecoprop, triclopyr, and fluroxypyr), the benzoates (dicamba), the quinoline-2-carboxylates (quinclorac and quinmerac), the pyrimidine-4-carboxylates (aminocyclopyrachlor), and the pyridine-2-carboxylates (picloram, clopyralid, and aminopyralid) In the last 10 years, two novel pyridine-2-carboxylate (or picolinate) herbicides were discovered at Dow AgroSciences This paper will describe the structure activity relationship study that led to the discovery of the 6-aryl-picolinate herbicides Arylex active (2005) and Rinskor active (2010) While Arylex was developed primarily for use in cereal crops and Rinskor is still in development primarily for use in rice crops, both herbicides will also be utilized in additional crops.
- Epp, Jeffrey B.,Alexander, Anita L.,Balko, Terry W.,Buysse, Ann M.,Brewster, William K.,Bryan, Kristy,Daeuble, John F.,Fields, Stephen C.,Gast, Roger E.,Green, Renard A.,Irvine, Nicholas M.,Lo, William C.,Lowe, Christian T.,Renga, James M.,Richburg, John S.,Ruiz, James M.,Satchivi, Norbert M.,Schmitzer, Paul R.,Siddall, Thomas L.,Webster, Jeffery D.,Weimer, Monte R.,Whiteker, Gregory T.,Yerkes, Carla N.
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p. 362 - 371
(2016/01/25)
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- PROCESSES FOR THE PREPARATION OF 4-AMINO-3-HALO-6-(SUBSTITUTED)PICOLINATES AND 4-AMINO-5-FLUORO-3-HALO-6-(SUBSTITUTED)PICOLINATES
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4-Amino-3-chloro-6-(substituted)picolinates are prepared from difluoroacetic acid or trifluoroacetic acid, tritylamine or t-butylamine as a protecting group, a 3,3-dialkoxyprop-1-yne and a substituted methylene amine by a series of steps.
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- PROCESS FOR THE PREPARATION OF 4-AMINO-5-FLUORO-3-HALO-6-(SUBSTITUTED)PICOLINATES
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4-Amino-5-fluoro-3-halo-6-(substituted)picolinates are conveniently prepared from 4,5,6-trichloropicolinates by a series of steps involving fluorine exchange, amination, halogen exchange, halogenation and transition metal assisted coupling.
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Page/Page column 14
(2012/07/31)
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- ARYLALKYL ESTERS OF 4-AMINO-6-(SUBSTITUTED PHENYL)-PICOLINATES AND 6-AMINO-2-(SUBSTITUTED PHENYL)-PYRIMIDINECARBOXYLATES AND THEIR USE AS SELECTIVE HERBICIDES FOR CROPS
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Arylalkyl esters of 4-aminopicolinic acids and 6-amino-4-pyrimidinecarboxylates are herbicides for control of weeds especially those species common to rice and wheat cropping systems and in pasture management programs.
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Page/Page column 5
(2012/07/31)
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