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Stroganova Е.А., Ulyadarova V.E. SYNTHESIS AND RESEARCH OF STRUCTURE OF NEW FUNCTIONAL COMPOUND BASED ON 4,4-METILEN-BIS-(1,2-DIHIDRO-1,5-DIMETHYL-2-PHENIL-3-PIRAZOLONE) The paper proposed the development of new method of synthesis of functional derivative of 1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazolone (antipyrine) with aliphatic and aromatic aldehydes. Compiled alleged scheme most likely reactions converting antipyrine involving glyoxal, glycolaldehyde and benzaldehyde. Based on the schema and data of IR-spectroscopy suggested the most likely structure of the product synthesis. The article has a distinct structure and includes the following sections: introduction, objects and methods, results and conclusions. In the introduction the topicality, theoretical and practical importance of work. Denotes the use of derivatives of 1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazolone in analytical chemistry or in a sorption extraction separation and concentration of the d-metals as well as rare and trace elements. Also emphasized the complexing ability of derivatives of antipyrine, which allows us to consider these substances as ligands in the preparation of, in particular, stable molecular magnets. Experimental part spelled out in stages. Schemes of the reactions and the synthesis of a number of possible products. Preparation of the condensation reaction was carried out by aldehydes with 1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazolone. The starting reagents used ethylene glycol, antipyrine and benzaldehyde. The first synthesis step was carried out the oxidation of glyoxal to ethylene glycol and an aldehyde. At the second stage reacting the resulting product of benzaldehyde and oxidation with 1,2-dihydro-1,5-dimethyl-2-phenyl-3H-pyrazolone under acidic conditions. In the third phase synthesis was carried condensation product separation and purification of the substances. Personality synthesis product installed on the melting temperature range. By IR-spectroscopy to determine the nature of the functional groups. On the basis of the proposed schemes is most likely the reactions and data infrared spectrum proposed structure of the substance.Key words: antipyrine, diantipyrylmethane, glycolaldehyde, glyoxal, homolog synthesis, condensation, structure, IR-spectroscopy.
References:
1. Diantipyrylmethane and its homologs / Coll. Art. Scientific notes №324. — Perm, 1974. — 244 p.
2. The tar, M.I. Physico-chemical properties of antipyrine / M.I. Tar. — Perm, 2009. — 174 p.
3. Leonard, N.D. Synthesis of organic products / N.D. Leonard. — Moscow, 1958. — 89 p.
4. Tarasevich, B.N. IR spectra of the main classes of organic compounds / B.N. Tarasevich. — Moscow, 2012. — 52 p.
About this article
Authors: Stroganova E.A., Ulyadarova V.E.
Year: 2015
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Editor-in-chief |
Sergey Aleksandrovich MIROSHNIKOV |
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