Sulfuric Acid → 2-Cyano-2-(ethoxyimino)acetamide

Participants

Reaction Conditions

Reaction Steps

62.5% sulfuric acid (69.5 g, 0.44 mol) was added dropwise to a suspension of 2-cyanoacetamide (84 g, 1 mol) and sodium nitrite (82.8 g, 1.2 mol) in water (130 ml), at 35° to 40° C., and the mixture was allowed to react for 3.5 hrs. Potassium carbonate (73.3 g, 0.52 mol) in water (91 ml) was added thereto and then diethyl sulfate (16.9 g, 1.1 mmol) was added dropwise at 35° to 40° C. After completion of the addition, the reaction mixture was stirred at the same temperature for 2 hrs. and cooled to 5° C. The precipitate were filtered off, washed with water and dried to give 2-cyano-2-ethoxyimino-acetamide (130 g, yield: 92.2%).

Provenance & Evidence