Potassium Carbonate → 3-Amino-2-(1-[3,4-dimethylphenylcarbonylmethyl]benzimidazol-2-yl)-1,2,4-triazole

HRID 30504

Reaktionsgleichung

Reaktionsgleichung von HRID 30504
[NH2:1][C:2]1[N:3]([C:7]2[NH:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=2)[N:4]=[CH:5][N:6]=1.[CH3:16][C:17]1[CH:18]=[C:19]([CH:24]=[CH:25][C:26]=1[CH3:27])[C:20](=[O:23])[CH2:21]Br.C(=O)([O-])[O-].[K+].[K+]>O>[NH2:1][C:2]1[N:3]([C:7]2[N:11]([CH2:21][C:20]([C:19]3[CH:24]=[CH:25][C:26]([CH3:27])=[C:17]([CH3:16])[CH:18]=3)=[O:23])[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=2)[N:4]=[CH:5][N:6]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 6082642-(1H-Benzoimidazol-2-YL)-2H-[1,2,4]triazol-3-ylamineHCID 37031132-Bromo-1-(3,4-dimethylphenyl)ethan-1-one

Produkt 1

HCID 112332783-Amino-2-(1-[3,4-dimethylphenylcarbonylmethyl]benzimidazol-2-yl)-1,2,4-triazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A suspension of 3-amino-2-(1H-benzimidazol-2-yl)-1,2,4-triazole (0.15 g, 0.75 mol), 3,4-dimethyl phenacyl bromide (0.204 g, 0.9 mmol) and dry potassium carbonate (0.258 g, 1.87 mmol) is stirred at room temperature for 16 hours. The mixture is diluted with water and the product extracted with ethyl acetate. The product is purified by chromatography on silicagel. M.p. 190-193° C., 1H-NMR (400 MHz, d6-DMSO): 7.84 (m, 1H); 7.77 (m, 3H); 7.65 (m, 2H); 7.50 (s, 1H); 7.33 (d, 1H); 6.22 (s, 2H); 2.30 (s, 6H).

Aufarbeitung

  1. extractionthe product extracted with ethyl acetate
  2. customThe product is purified by chromatography on silicagel

Quellen und Nachweise

ORD-Eintrag
ord-ecd8d20f50624f239d7c702deaa50531
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423157B2

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