N-hydroxy-2,2-dimethylpropanamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: (2,2-dimethyl)propiohydroxamic acid (5.9 grams), methyl isocyanate (6.5 grams), and a few drops of triethylamine were stirred in about 50 ml of methylene chloride over a period of about 48 hours. This mixture was then concentrated under vacuum leaving a colorless, oily residue. Trituration of this oil with hexane left a sticky solid which was recrystallized from a solution of methylene chloride and hexane. Subsequent recrystallization from a minimal amount of methylene chloride and toluene left the desired, N-((methylamino)carbonyl)-N-((methylamino)carbonyl)oxy)(2,2-dimethyl)propionamide as white crystals, m.p. 117°-119° C. (with slight sintering from about 116° C.). This mixture was then concentrated under vacuum leaving a colorless, oily residue was recrystallized from a solution of methylene chloride and hexane Subsequent recrystallization from a minimal amount of methylene chloride and toluene left the (2,2-dimethyl)propionamide as white crystals, m.p. 117°-119° C. (with slight sintering from about 116° C.)