Potassium Carbonate → 4-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine 1-oxide

HRID 1640108

Reaktionsgleichung

Reaktionsgleichung von HRID 1640108
Cl[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][N+:3]=1[O-:11].C[Si](C)(C)[N:14]1[CH:18]=[N:17][CH:16]=[N:15]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[N+:8]([C:6]1[CH:5]=[CH:4][N+:3]([O-:11])=[C:2]([N:14]2[CH:18]=[N:17][CH:16]=[N:15]2)[CH:7]=1)([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 844332-Chloro-4-nitropyridine 1-oxideHCID 875581-Trimethylsilyl-1,2,4-triazole

Produkt 1

HCID 667213864-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine 1-oxideAusbeute 27,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 2-chloro-4-nitropyridine 1-oxide (2.00 g, 11.4 mmol) and 1-(trimethylsilyl)-1H-1,2,4-triazole (1.64 mL, 11.4 mmol) in DMF (40 mL), was added potassium carbonate (4.75 g, 34.4 mmol). The reaction mixture was allowed to stir at rt for 2 h. The DMF was evaporated and water was added. The precipitate was filtered and washed with water then hexane and dried under vacuum. The solid was purified by column to give 4-nitro-2-(1H-1,2,4-triazol-1-yl)pyridine 1-oxide (0.643 g, 27.1%) as a pale yellow solid. LCMS: (FA) ES+ 208.1, ES− 206.1.

Aufarbeitung

  1. customThe DMF was evaporated
  2. additionwater was added
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. dry with materialhexane and dried under vacuum
  6. customThe solid was purified by column

Quellen und Nachweise

ORD-Eintrag
ord-f5ff02d794014095bf81206b1d4540ab
Quelldatensatz
uspto-grants-2012_02
Patentnummer
US08110687B2

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