- Preparation of 2,4-Dinitrophenylhydrazine
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initrophenyl (CAS NO.: ), which is also known as Hydrazine, (2,4-dinitrophenyl)-, could be produced through the following synthetic routes.
Thirty-five grams (0.27 mole) of hydrazine sulfate (Org. Syn. Coll. Vol. I, 1941, 309) is suspended in 125 cc. of hot water in a 400-cc. beaker and stirred by hand during the addition of 85 g. (0.87 mole) of potassium acetate. The mixture is boiled five minutes and then cooled to about 70°; 75 cc. of alcohol is added, and the solid is filtered with suction and washed with 75 cc. of hot alcohol. The filtered hydrazine solution is saved for the next step.
In a 1-l. flask fitted with a stirrer and reflux condenser, 50.5 g. (0.25 mole) of technical 2,4-dinitrochlorobenzene is dissolved in 250 cc. of alcohol; the hydrazine solution is added, and the mixture is refluxed with stirring for an hour. Most of the product separates during the first ten minutes; it is cooled well, filtered, and washed, once with 50 cc. of warm alcohol (60°) to remove unchanged halide and then with 50 cc. of hot water. The solid weighs 30 g. and melts at 190–192° with evolution of gas; it is pure enough for most purposes. By distilling half the alcohol from the filtrate a less pure second crop is obtained; this is recrystallized from n-butyl alcohol (30 cc. per g.). The total yield is 40–42 g. (81–85 per cent of the theoretical amount).
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