Methylhydrazine → HCID 19917896, compound

Participants

Reaction Conditions

Reaction Steps

N-Hydroxy-α-(phthalimidooxy)-p-toluamide (10.0 g) (32 mmol) are suspended in 80 ml of absolute dimethylformamide and treated at -5° C. with 1.86 g (40 mmol) of methylhydrazine. After stirring at room temperature for 2.5 hours 40 ml of solvent are distilled off in a high vacuum at room temperature. Insoluble material is filtered off and washed with a small amount of dimethylformamide. The mother liquor and wash solution are treated with 70 ml of ethanol. After stirring at 0° C. for 1/2 hour the precipitated crystalline product is filtered off under suction and washed with a small amount of ethanol. After drying in a high vacuum at room temperature there are obtained 3.9 g of α-(aminooxy)-N-hydroxy-p-toluamide as white crystals of m.p. 145° C. (dec.).

Provenance & Evidence