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m-Chloroperbenzoic acid → Methyl 2-fluoro-4-[3-(methylsulfinyl)-1,2,4-triazin-6-yl]benzoate

HRID 1099090
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1099090
[F:1][C:2]1[CH:11]=[C:10]([C:12]2[N:17]=[N:16][C:15]([S:18][CH3:19])=[N:14][CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].ClC1C=CC=C(C(OO)=[O:28])C=1>C(Cl)Cl>[F:1][C:2]1[CH:11]=[C:10]([C:12]2[N:17]=[N:16][C:15]([S:18]([CH3:19])=[O:28])=[N:14][CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]
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Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 59216327Methyl 2-fluoro-4-[3-(methylthio)-1,2,4-triazin-6-yl]benzoate

Produkt 1

HCID 59216280Methyl 2-fluoro-4-[3-(methylsulfinyl)-1,2,4-triazin-6-yl]benzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

To a cooled (0° C.) solution of methyl 2-fluoro-4-[3-(methylthio)-1,2,4-triazin-6-yl]benzoate (0.180 g, 0.000644 mol) in methylene chloride (10 mL) was added m-chloroperbenzoic acid (0.32 g, 0.0014 mol) in DCM (3 ml) with stirring. The mixture was stirred at 0° C. for 1.5 h, and diluted with DCM. The resulting solution was quenched with saturated Na2S2O3 solution. After separation the organic layer was washed with saturated NaHCO3 solution, brine; and dried over Na2SO4. After filtration the filtrate was concentrated to yield nearly quantitative product which was directly used in the next step without further purification. Analytical LCMS: (M+H)+=296.0.

Aufarbeitung

  1. stirringThe mixture was stirred at 0° C. for 1.5 h
  2. customThe resulting solution was quenched with saturated Na2S2O3 solution
  3. customAfter separation the organic layer
  4. washwas washed with saturated NaHCO3 solution, brine
  5. dry with materialand dried over Na2SO4
  6. filtrationAfter filtration the filtrate
  7. concentrationwas concentrated
  8. customto yield nearly quantitative product which
  9. customwas directly used in the next step without further purification

Quellen und Nachweise

ORD-Eintrag
ord-4186621a20b1407795dc9cc9e74f154d
Quelldatensatz
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08143251B2

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