Synthesis of 4-alkyl-3,5-diamino-1-phenylpyrazoles

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dc.contributor.advisor Sammelson, Robert E. en_US Dunham, Jason C. en_US 2011-06-03T19:41:14Z 2011-06-03T19:41:14Z 2006 en_US 2006
dc.identifier LD2489.Z78 2006 .D86 en_US
dc.description.abstract The goal of this project is to synthesize and purify a library of novel 4-alkyl-3,5-diamino-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazoles. These molecules are similar to other fiproles, which have been shown by Sammelson et al. to have pesticidal activities at the GABA receptor.' Fiproles are analogues of Fipronil, a very important pesticide. Replacing the cyano group normally located at the 3-position of the pyrazole ring with an amino group will change the binding potency of the phenylpyrazoles. Changes in binding produced by the changes introduced in molecular structure can create more information about the GABA receptor.Synthesis of our target compounds starts with production of monosubstituted malononitriles. Conventionally a two-step process, our research developed a new, efficient one-step process using borohydride as the only reagent. We utilized this method in the synthesis of desired monosubstituted malononitriles. These were converted to unsymmetrical disubstituted malononitriles, and to our target fiprole compounds, through a 4-alkyl-3,5-diaminopyrazole intermediate.
dc.description.sponsorship Department of Chemistry
dc.format.extent iv, 125 leaves : ill. (some col.) ; 28 cm. en_US
dc.source Virtual Press en_US
dc.subject.lcsh Pyrazoles -- Synthesis. en_US
dc.subject.lcsh Phenyl compounds -- Synthesis. en_US
dc.subject.lcsh GABA -- Receptors. en_US
dc.title Synthesis of 4-alkyl-3,5-diamino-1-phenylpyrazoles en_US Thesis (M.S.)
dc.identifier.cardcat-url en_US

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  • Master's Theses [5510]
    Master's theses submitted to the Graduate School by Ball State University master's degree candidates in partial fulfillment of degree requirements.

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