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36387-84-5

5-broMobenzo[c][1,2,5]oxadiazole oxide synthesis

3synthesis methods
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Yield:36387-84-5 88%

Reaction Conditions:

Stage #1: 4-Bromo-2-nitroanilinewith potassium hydroxide in ethanol at 60; for 2 h;
Stage #2: with sodium hypochlorite in ethanol;water at 20; for 2 h;

Steps:



To a room temperature, stirred solution of 4-bromo-2-nitroaniline (8.0 g, 37.037 mmol) in EtOH (80 mL) was added KOH (6.20 g, 111.111 mmol) and the reaction mixture was stirred at 60 °Cfor 2 h. The reaction was then cooled to O0C and NaOCl (80 mL) was added. The reaction mixture was then stirred at RT for another 2 h. After consumption of starting material (monitored by TLC), the reaction mixture was filtered, washed with water, and dried in vacuo to afford 5-bromobenzo[c][l,2,5]oxadiazole 1 -oxide (7.0 g, 88 %) as a light yellow solid.

References:

WO2009/158393,2009,A1 Location in patent:Page/Page column 100