PROCESS FOR PREPARING FLUOXASTROBIN

A process for preparing fluoxastrobin, including: (i) reacting benzofuran-3(2H)-one O-methyl oxime (10) with an alkyl nitrite in the presence of an acid to form (3E)-2,3-benzofuran-dione O3-methyl dioxime (11A) as a predominant isomer; (ii) reacting(3E)-2,3-benzofuran-dione O3-methyl dioxime (11A) with 2-haloethanol to form (3E)-benzofuran-2,3-dione O2-(2-hydroxyethyl) O3-methyl dioxime (12A); and (iii) reacting(3E)-benzofuran-2,3-dione O2-(2-hydroxyethyl) O3-methyl dioxime (12A) with a base to form (E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)me thanone O-methyl oxime (13) (iv) reacting a 4,6-di-halo-5-fluoro-pyrimidine (5), wherein X1 is halogen, with (E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)me thanone O-methyl oxime (13), in the presence of a solvent and optionally in the presence of a base, to form an (E)-(2-((6-halo-5-fluoropyrimidin-4-yl)oxy)phenyl)(5,6-d ihydro-1,4,2-dioxazin-3-yl)methanone O-methyl oxime (14): (v) reacting the (E)-(2-((6-halo-5-fluoropyrimidin-4-yl)oxy)phenyl)(5,6-d ihydro-1,4,2-dioxazin-3-yl)methanone O-methyl oxime (14) with 2-chlorophenol, in the presence of a solvent and optionally in the presence of a base, to form fluoxastrobin:. Un proceso para preparar fluoxastrobina, incluyendo: (i) reaccionar benzofuran-3(2H)-ona O-metil oxima (10) con un nitrito de alquilo en presencia de un ácido para formar (3E)-2,3-benzofuran-diona O3-metil dioxima (11A) como un isómero predominante; (ii) reaccionar (3E)-2,3-benzofuran-diona O3-metil dioxima (11A) con 2-haloetanol para formar (3E)-benzofuran-2,3-dio na O2-(2-hidroxietil) O3-metil dioxima (12A); y (iii) reaccionar (3E)-benzofuran-2,3-diona O2-(2-hidroetil) O3-metil dioxima (12A) con una base para formar (E)-(5,6-dihidro-1,4,2-dioxazin-3-il)(2-h idroxifenil)metanona O-metil oxima (13) (iv) reaccionar una 4,6-di-halo-5-fluoro-pirimidina (5), en donde X1 es halógeno, con (E)-(5,6-dihidro-1,4,2-dioxazi n-3-il)(2-hidroxifenil)metanona O-metil oxima (13) en presencia de un solvente y opcionalmente en presencia de una base para formar una (E)-(2-((6-halo-5-fluoropiri midina-4-il)oxi)fenil)5,6-dihidro-1,4,2-dioxazin-3-il)metanona O-metil oxima (14): (v) reaccionar la (E)-2-((6-halo-5-fluoropirim idina-4-il)oxi)fenil)(5,6-dihidro-1,4,2-dioxazin-3-il)metanona O-metil oxima (14) con 2-clorofenol en presencia de un solvente y opcionalmente en presencia de una base para formar fluoxastrobina.