m-Chloroperbenzoic acid → 1-Oxo-1lambda~5~-1,5-naphthyridine

HRID 513748

Reaktionsgleichung

Reaktionsgleichung von HRID 513748
C1C=C(Cl)C=C(C(OO)=[O:9])C=1.[N:12]1[C:21]2[C:16](=[N:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1>C(Cl)Cl>[N+:12]1([O-:9])[C:21]2[C:16](=[N:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 1360701,5-Naphthyridine

Produkt 1

HCID 3392321-Oxo-1lambda~5~-1,5-naphthyridineAusbeute 84,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

m-CPBA (1.2 g, 6.91 mmol) was added in 3 portions (after every 3 h) to a solution of 1,5-naphthyridine (1.0 g, 7.68 mmol) in dry DCM (60 ml). After completion of the reaction, the mixture was concentrated in vacuo. The crude residue was purified by column chromatography with DCM/MeOH (98:2) as the eluent to get title compound (0.85 g, 76%).

Aufarbeitung

  1. customAfter completion of the reaction
  2. concentrationthe mixture was concentrated in vacuo
  3. customThe crude residue was purified by column chromatography with DCM/MeOH (98:2) as the eluent

Quellen und Nachweise

ORD-Eintrag
ord-961c72abf7164039bb788d5de36401b8
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09102688B2

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