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2-(4,5-dibromo-2-methyl-1H-imidazole-1-yl)-N-(4-methoxybenzyl)acetamide[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
90%
Stage #1: 4,5-Dibromo-2-methylimidazole With sodium hydride In tetrahydrofuran at 0℃; for 0.25h; Inert atmosphere;
Stage #2: α-Bromo-N-p-methoxybenzylacetamide In tetrahydrofuran at 0 - 20℃; for 24h; Inert atmosphere;
With potassium (aquo)(2‑chlorobenzoato)oxodiperoxo–tungstate(VI) dihydrate; potassium bromide In water; acetonitrile at 20℃;
Bromination of organic substrates and productanalysis
General procedure: In a representative procedure, organic substrates (1.0 mmol)were added to a solution of acetonitrile/water (1:1, 8 cm3)containing KBr (2 mmol). An accurately weighed amount ofcompound 2 (1.0 mmol) was added to the reaction mixtureat room temperature with continuous stirring. Stirring wascontinued for a further period of ca. 4-5 h. The completionof the reaction was monitored by thin-layer chromatography(TLC). The reaction products as well as the unreactedorganic substrates were separated by column chromatography.The reaction products were analyzed by GC-MS usingbenzophenone as internal standard.
With potassium(aquo)(5-chlorosalicylato)oxodiperoxotungstate(VI) monohydrate; potassium bromide In water; acetonitrile at 20℃;
2.4.1. Representative procedure
General procedure: Organic substrate (1.0 mmol) was added to acetonitrile/water (1:1,10 cm3) solution containing KBr (2 mmol). A known amount of solidpotassium(aquo)(5-chlorosalicylato)oxodiperoxotungstate(VI)monohydrate, K[WO(O2)2(5-chlorosalicylato)(H2O)]H2O (1.0 mmol) was added to the reaction mixture with continuous stirring at roomtemperature. Stirring was continued for a further for a period of ~ 4-5 h.The progress of the reaction was monitored by thin-layer chromatography(TLC). The reaction product and the unreacted organic substrateswere separated by column chromatography. The products were analyzedby GC-MS and benzophenone was used as internal standard.
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