Methylhydrazine → HCID 19917896, compound
Reaction equation
[OH:1][NH:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][O:12][N:13]2C(=O)C3=CC=CC=C3C2=O)=[CH:7][CH:6]=1)=[O:4].CNN>CN(C)C=O>[NH2:13][O:12][CH2:11][C:8]1[CH:7]=[CH:6][C:5]([C:3]([NH:2][OH:1])=[O:4])=[CH:10][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
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.).