Tetrahydrofuran → HCID 86733939, compound

Participants

Reaction Steps

To a suspension of 2.70 g. of 2-cyano-2-methoxyiminoacetamide in 10 ml. of tetrahydrofuran was added 1.20 g. of a 55% suspension of sodium hydride in mineral oil in portions with stirring. After stirring for 15 minutes, 2.40 g. of methoxymethylisocyanate was added dropwise. The mixture was stirred at 50°C. for 3 minutes to ensure completion of the reaction. The mixture was then cooled in an ice bath, and a solution of 1.9 ml. of acetic acid in 120 ml. of ice water was added rapidly with stirring. After stirring for another 25 minutes, 2-cyano-2-methoxyimino-N-methoxymethylcarbamoylacetamide was collected on a filter, washed with water and ether, and dried. The product weighed 2.7 g. and melted at 163.5°-165°C.

Provenance & Evidence