- Systematic Method of Benzofurazan oxide
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oxide (CAS NO.: ), which is known as Benzofurazan 1-oxide, could be produced through the following synthetic route.
A. hypochlorite solution. A solution of 2 is prepared immediately before it is to be used. A mixture of 50 g. (1.25 moles) of sodium hydroxide and 200 ml. of water is swirled until the solid dissolves. The solution is cooled to 0°, and 100 g. of crushed ice is added. The flask is then placed in an ice bath, and chlorine gas from a tank is bubbled through the solution until 41 g. (0.58 mole) is absorbed. An excess of chlorine should be avoided. The solution of sodium hypochlorite is kept in the dark at 0° until needed.
B. Benzofurazan oxide (CAS NO.: ). A mixture of 21 g. (0.32 mole) of potassium hydroxide and 250 ml. of 95% ethanol in a 1-l. Erlenmeyer flask is heated on a steam bath until the solid dissolves. (40 g., 0.29 mole) is dissolved in the warm alkali solution. The resulting deep red solution is then cooled to 0°, and the sodium hypochlorite solution from part A is added slowly with good stirring over the course of 10 minutes. The flocculent yellow precipitate is collected on a large Büchner funnel, washed with 200 ml. of water, and air-dried. The crude product weighs 36.0–36.5 g. and melts at 66–71°. The product is purified by recrystallization from a solution made up from 45 ml. of 95% ethanol and 15 ml. of water. Material insoluble in the hot solvent is removed by filtration, and the hot filtrate is allowed to cool to room temperature. The yield of yellow benzofurazan oxide is 31.6–32.5 g. (80–82%), m.p. 72–73°.
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