Abstract: A process for preparing (E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)methanone O-methyl oxime (13) or (Z)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)methanone O-methyl oxime (15) which includes: (a) reacting compound (10) with an alkyl nitrite in the presence of an acid to form compound (11A) or reacting compound (10) with an alkyl nitrite in the presence of a base to form compound (11B); (b) reacting compound (11A) with 2-haloethanol to form compound (12A) or reacting compound (11B) with 2-haloethanol to form compound (12B); and (c) reacting compound (12A) with a base to form compound (13) or reacting compound (12B) with a base to form compound (15).

Abstract: The disclosure includes a process for preparing fluoxostrobin which includes: (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)methanone 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)methanone 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-dihydro-1,4,2-dioxazin-3-yl)methanone O-methyl oxime (14):

Abstract: The disclosure includes a process for preparing fluoxastrobin which includes reacting compound (10) with an alkyl nitrite in the presence of an acid to form compound (11A); reacting compound (11A) with 2-haloethanol to form compound (12A); reacting compound (12A) with a base to form compound (13); and reacting compound (13) with compound (5) and 2-chlorophenol to produce fluoxastrobin.

Abstract: The disclosure includes a process for preparing fluoxostrobin which includes: (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)methanone 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)methanone 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-dihydro-1,4,2-dioxazin-3-yl)methanone O-methyl oxime (14):