Accession Number : AD0258217

Title :   A STUDY OF THE SYNTHESIS OF 2-TRIFLUOROMETHYL PYRIMIDINES

Corporate Author : NAVAL ORDNANCE TEST STATION CHINA LAKE CALIF

Personal Author(s) : KING,JOHN A.

Report Date : DEC 1961

Pagination or Media Count : 1

Abstract : Phenylbutanedione-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 IR spectra as 2-trifluoromethyl-4,6-diemthylpyrimidine. 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-trifluoromethyl4-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 (10-34%) were within the limits reported for many other pyrimidine syntheses, influenced in part by the instability of trifluoroacetamidine. (Author)

Descriptors :   *PYRIMIDINES, CHEMICAL REACTIONS, FLUORIDES, METHYL RADICALS, SYNTHESIS

Distribution Statement : APPROVED FOR PUBLIC RELEASE