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Methanol → 2-(7-amino-3,4-dihydro-2,2-dimethyl-2H-1,4-benzoxazin-4-yl)pyridine N-oxide

HRID 1197764
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1197764
[CH3:1][C:2]1([CH3:22])[CH2:7][N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N+:9]=2[O-:14])[C:5]2[CH:15]=[CH:16][C:17]([N+:19]([O-])=O)=[CH:18][C:4]=2[O:3]1.[Cl-].[NH4+].CO>[Zn].O>[NH2:19][C:17]1[CH:16]=[CH:15][C:5]2[N:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][N+:9]=3[O-:14])[CH2:7][C:2]([CH3:22])([CH3:1])[O:3][C:4]=2[CH:18]=1
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Komponenten

6

Edukt 3

HCID 887MethanolHCID 25517Ammonium ChlorideHCID 105661912-(3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide

Produkt 1

HCID 158572082-(7-amino-3,4-dihydro-2,2-dimethyl-2H-1,4-benzoxazin-4-yl)pyridine N-oxideAusbeute 101 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994Zinc
Katalysator
HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

To a mixture of 8.05 g 2-(3,4-dihydro-2,2-dimethyl-7-nitro-2H-1,4-benzoxazin-4-yl)pyridine N-oxide, 28.50 g ammonium chloride, 140 ml methanol and 140 ml water, was added 34.94 g zinc powder under ice cooling, and the resulting mixture was stirred at 5° C. for 14 hours. The insoluble matters were filtered off from the reaction mixture, the filtrate was concentrated, the concentrate was extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, and the solvents were distilled off form the dried solution, giving 7.32 g of crude 2-(7-amino-3,4-dihydro-2,2-dimethyl-2H-1,4-benzoxazin-4-yl)pyridine N-oxide.

Aufarbeitung

  1. filtrationThe insoluble matters were filtered off from the reaction mixture
  2. concentrationthe filtrate was concentrated
  3. extractionthe concentrate was extracted with ethyl acetate
  4. dry with materialthe extract was dried over anhydrous magnesium sulfate
  5. distillationthe solvents were distilled off form the dried solution

Quellen und Nachweise

ORD-Eintrag
ord-39aeb9a0820c44e2b4a55da533770a75
Quelldatensatz
uspto-grants-1994_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05278158

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