1H-1,2,4-Triazole → 1-(4-Methoxybenzyl)-1,2,4-triazole

HRID 742486Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 742486
[H-].[Na+].[NH:3]1[CH:7]=[N:6][CH:5]=[N:4]1.[CH3:8][O:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14]Cl)=[CH:12][CH:11]=1>CN(C=O)C>[CH3:8][O:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][N:3]2[CH:7]=[N:6][CH:5]=[N:4]2)=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 699934-Methyloxybenzyl chloride

Produkt 1

HCID 108453281-(4-Methoxybenzyl)-1,2,4-triazoleAusbeute 79,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a suspension of 4 g (0.16 mol) of sodium hydride in 200 ml of DMF at 0° C. was added 10 g (0.145 mol) of 1,2,4-triazole in 75 ml of DMF dropwise over a period of 30 minutes, and the mixture was allowed to warm to room temperature and stirred for 1 h. The above mixture was cooled to 0° C., 25 g (0.16 mol) of p-methoxybenzyl chloride was added, the mixture was allowed to warm to room temperature, and stirred for 16 h. The reaction mixture was concentrated in vacuo and the residue was purified by chromatography on silica (hexane/ethyl acetate) to afford 21.9 g (64.5%) of 1-(p-methoxybenzyl)-1,2,4-triazole.

Aufarbeitung

  1. temperatureThe above mixture was cooled to 0° C.
  2. temperatureto warm to room temperature
  3. stirringstirred for 16 h
  4. concentrationThe reaction mixture was concentrated in vacuo
  5. customthe residue was purified by chromatography on silica (hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-826b943a72a74c509f69e16252e2aef5
Quelldatensatz
uspto-grants-1996_09
Patentnummer
US05554620

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