m-Chloroperbenzoic acid → 3-(2-Fluorophenyl)-5-(methanesulfinyl)-4-methyl-4H-1,2,4-triazole

HRID 703132Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 703132
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]([CH3:13])[C:11]([S:14][CH3:15])=[N:10][N:9]=1.ClC1C=C(C=CC=1)C(OO)=[O:21]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:12]([CH3:13])[C:11]([S:14]([CH3:15])=[O:21])=[N:10][N:9]=1

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 30879983-(2-Fluorophenyl)-4-methyl-5-(methylsulfanyl)-4H-1,2,4-triazole

Produkt 1

HCID 30880003-(2-Fluorophenyl)-5-(methanesulfinyl)-4-methyl-4H-1,2,4-triazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a stirred, 0° C., solution of 3-(2-fluorophenyl)-4-methyl-5-methylthio-4H-1,2,4-triazole (5.0 g, 2.2×10-2 mole) and CH2Cl2 (125 ml) was added portionwise m-chloroperoxybenzoic acid (12.1 g, 5.6×10-2 mole, 80% active MCPBA). After stirring overnight at room temperature, the reaction was diluted with CH2Cl2 until homogeneous and was then washed in turn twice with saturated aqueous NaHCO3 and once with saturated aqueous NaCl. After drying over anhydrous Na2SO4, the CH2Cl2 was evaporated at reduced pressure leaving a solid which was purified by chromatography and subsequent crystallization from EtOAc/hexane giving colorless matted needles: 3.6 (63%), mp 128°-130° C.

Aufarbeitung

  1. washwas then washed
  2. dry with materialAfter drying over anhydrous Na2SO4
  3. customthe CH2Cl2 was evaporated at reduced pressure
  4. customleaving a solid which
  5. customwas purified by chromatography and subsequent crystallization from EtOAc/hexane giving colorless matted needles

Quellen und Nachweise

ORD-Eintrag
ord-e6e5be09a0784c51b19c0fd56a3ee25f
Quelldatensatz
uspto-grants-1991_01
Patentnummer
US04981863

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