2-Chlorophenol → 4-Chloro-6-(2-chlorophenoxy)-5-fluoropyrimidine

HRID 716725

Reaktionsgleichung

Reaktionsgleichung von HRID 716725
CO/N=C(/C1OCCON=1)\C1C=CC=CC=1O[C:12]1[N:17]=[CH:16][N:15]=[C:14]([O:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=2[Cl:25])[C:13]=1[F:26].[Cl:33]C1C(F)=C(Cl)N=CN=1.ClC1C=CC=CC=1O>>[Cl:33][C:12]1[C:13]([F:26])=[C:14]([O:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=2[Cl:25])[N:15]=[CH:16][N:17]=1

Komponenten

4

Edukt 3

HCID 72452-ChlorophenolHCID 11048796FluoxastrobinHCID 112866754,6-Dichloro-5-fluoropyrimidine

Produkt 1

HCID 112306784-Chloro-6-(2-chlorophenoxy)-5-fluoropyrimidine

Versuchsvorschrift

As further shown in Scheme 5, fluoxastrobin may be prepared by sequentially reacting 4,6-dichloro-5-fluoropyrimidine (5) with 2-chlorophenol that gives 4-chloro-6-(2-chlorophenoxy)-5-fluoropyrimidine (17) which on further reaction with (Z)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)methanone O-methyl oxime (15) gives (Z)-fluoxastrobin, which under appropriate conditions may undergo isomerization to fluoxastrobin.

Quellen und Nachweise

ORD-Eintrag
ord-f388daf3a7a041e88ec38487a361f340
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09193698B2

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