2-nitro-7-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazine → 7-Phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazin-2-ylamine

HRID 451493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 451493
[N+:1]([C:4]1[N:18]=[C:7]2[O:8][CH2:9][CH2:10][CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:6]2[N:5]=1)([O-])=O>C(OCC)(=O)C.[Pd]>[C:12]1([CH:11]2[CH2:10][CH2:9][O:8][C:7]3=[N:18][C:4]([NH2:1])=[N:5][N:6]23)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Komponenten

4

Edukt 1

HCID 673366942-nitro-7-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazine

Produkt 1

HCID 673361667-Phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazin-2-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2-nitro-7-phenyl-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]oxazine (174 mg, 707 μmol) in ethyl acetate (7 mL) was added 10% Pd on carbon (17.4 mg, 164 μmol). The reaction was hydrogenated at room temperature under an atmosphere of hydrogen over night. The catalyst was filtered off and washed with ethyl acetate. The title compound was obtained as a white solid (143.3 mg, 94%) after stirring with diethyl ether.

Aufarbeitung

  1. waitThe reaction was hydrogenated at room temperature under an atmosphere of hydrogen over night
  2. filtrationThe catalyst was filtered off
  3. washwashed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e80a5848181c40dabc3d8c844b7d8edf
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486967B2

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