ACETOPHENONE HYDRAZONE

B. Acetophenone hydrazone. A mixture of acetophenone N,N-dimethylhydrazone (8.1 g., 0.05 mole) and anhydrous hydrazine (6.4 g., 0.20 mole) (Note 5) in absolute ethanol (15 ml.) is heated at reflux until the reaction mixture turns colorless (Note 6). The volatile materials are removed on a rotary evaporator without allowing the flask temperature to rise above 20° (Note 7). The colorless residual acetophenone hydrazone, which solidifies as the last traces of solvent are removed, weighs 6.5-6.6 g. (97—99%) and is sufficiently pure for most purposes, m p. 24-25° (Notes 8 and if). 

Acetophenone hydrazone can be stored at temperatures below 0° for indefinite periods of time. 

The formation of acetophenone hydrazone has been accomplished by heating acetophenone with hydrazine or hydrazine hydrate,7 10 by heating acetophenone azine with anhydrous hydrazine, 11 by the reaction of a-dimethylaminoacetophenone vvilh hydrazine,5 and by the present method.4... 

Acetophenon -hydrazon Vll/2b, 1955 (aus Keton) E14b, 508 (Umhy-drazonier.)... 

Di- or 3,4,6-triphenylpyridazine were prepared from acetophenone hydrazone and deoxybenzoin [Eq. (2)]. The azine was first converted into... 

In the procedure of Newkome and Fishel4-48 for the preparation of acetophenone hydrazone, a mixture of 0.1 m. of the ketone, 0.3 m. of N,N-dimethylhydrazine (MCB), 25 ml. of absolute ethanol, and 1.0 ml. of acetic acid (catalyst) is refluxed for 24hrs., during which time the colorless solution becomes bright yellow. The... 

Acetophenone hydrazone (2, 154-155, ref. 4a). The procedure for preparation of acetophenone hydrazone1 has been published. 

Der thermolytische RingschluB von 2-Azido-acetophenon-hydrazon fiihrt zu 2-Amino-3-me-thyl-2H-indazol670 (80% Schmp. 154°) ... 

Potassium hydroxide or alkoxide is not always necessary the hydrazones of Michler s ketone, fluorenone, and benzophenone yield the corresponding hydrocarbons in the presence of hydrazine hydrate alone,508 and so do the hydrazones of some ketones that contain a sulfo group, e.g., 4-(methylsulfonyl)-acetophenone hydrazone.509 Apparently these decompositions occur when the methylene group of the hydrazone contains mobile hydrogen atom. 

Amino-acetophenon-hydrazon 14 1 365. (u-Methyl-m-phenyl-formamidrazon IS, 234. oj-Fhenyl-acetamidrazon IS, 243,164. 3.3-I>imethyl-l-phenyl.triazen-(l) 16, 686. 

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