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N-(3-Hydroxy-4-nitrosophenyl)acetamide synthesis

4synthesis methods
-

Yield:58416-47-0 68.6%

Reaction Conditions:

with sodium hydroxide;phosphoric acid;sodium nitrite in water;

Steps:

1.1 1.1

1.1 Preparation of 2-nitroso-5-acetamidophenol 9 g of 3-acetamidophenol (Aldrich) were dissolved in an aqueous solution (100 ml) containing 2.8 g of sodium hydroxide. The solution was cooled to -3° C. using an ice-salt bath and 5 g of sodium nitrite in water (12 ml) were added. A solution of phosphoric acid diluted with an equal amount of water (25 ml) was added, using a separating funnel, to the stirred solution. Such an addition was carried out at a rate such that the temperature was maintained at 0° C. or below this temperature. A red-brown precipitate then formed. After further vigorous stirring for one hour, the pH was determined so as to guarantee complete acidity (pH<2). The thick suspension thus obtained was filtered and the residue was carefully washed with cold water so as to remove the excess acid and salts. After appropriate aspiration, the residue was dried in a vacuum desiccator. 7.36 g of 2-nitroso-5-acetamidophenol were obtained with a yield of 68.6%.

References:

US2006/121551,2006,A1