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dc.contributor.advisorMcFarlin, George H.
dc.contributor.authorKing, John A.
dc.descriptionApproved for public release; distribution is unlimited
dc.description.abstractiPhenylbutanedione-1,3 and 2,4-pentanedione were reacted with trifluoroacetamidine in the presence of sodium ethoxide. A crystalline product melting at 38.4°C was recovered from the reaction of 2 ,4-pentanedione and trifluoroacetamidine and tentatively identified by its infrared spectra as 2-trifluoromethyl-4-,6-dimethylpyrimidine<> The reaction of trifluoroacetamidine and phenylbutanedione-1, 3 in the presence of sodium ethoxide yielded a white crystalline product melting at 90.3°C which was also tentatively identified as the 2-trifluoromethyl-4-methyl- 6-phenylpyrimidine. The amidine of trifluoroacetic acid reacted in a manner described for the reaction of an amidine with a beta-diketone. Yields obtained (19-34%) were within the limits reported for many other pyrimidine syntheses, influenced in part by the instability of trifluoroacetamidine.
dc.publisherMonterey, California: U.S. Naval Postgraduate Schoolen_US
dc.rightsThis publication is a work of the U.S. Government as defined in Title 17, United States Code, Section 101. Copyright protection is not available for this work in the United States.
dc.titleA study of the synthesis of 2-trifluoromethyl pyrimidines.en_US
dc.contributor.corporateNaval Postgraduate School (U.S.)
dc.contributor.departmentMetallurgy and Chemistry
dc.description.serviceCaptain, United States Air Force
etd.thesisdegree.grantorNaval Postgraduate Schoolen_US

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