Synthesis of Pyrazoline¬¬-5-one Compounds Derived From 4-Aminobenzoic Acid

F.Al-Smaisim, Rafah

	Synthesis of Pyrazoline¬¬-5-one Compounds Derived From 4-Aminobenzoic Acid
Al-Mustansiriyah Journal of Science
Article 1, Volume 21, Issue 6, 2010, Pages 106-116
Author
Rafah F.Al-Smaisim
Abstract
In this work pyrazolin derivatives were prepared from the diazonium chloride salt of 4-aminobenzoic acid. Azo compounds were prepared from the reaction of an ethanolic solution of sodium acetate and calculated amount of active methylene compounds namely, (ethyl cyanoacetate), (ethyl acetoacetate) و(malonitrile) to obtain the corresponding hydrazono derivatives [1-3]. Cyclocondensation reaction of compounds [13-] with phenyl hydrazine [4-6] and hydrazine hydrate [7-9] in ethanol affording the corresponding pyrazoline-5-one derivatives of 4-aminobenzoic acid .Then compound [9] was reacted with thionyl chloride to give the corresponding acid chloride derivative[10], followed by conversion into the corresponding acid hydrazide derivative [11] carboxylic acid when treated hydrazine hydrate. Schiff's bases [12-15] were prepared by refluxing of compound [11] with different aromatic aldehydes and ketons, then two compounds from the Schiff's bases were cyclized with α-mercapto acetic acid to give [16,17]. Finally, oxadiazole derivative [18] has prepared by condensation of its acid hydrazide derivative with carbon disulfide in basic medium

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