A STUDY OF THE SYNTHESIS OF 2-TRIFLUOROMETHYL PYRIMIDINES

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)

Document Details

Document Type
Technical Report
Publication Date
Dec 01, 1961
Accession Number
AD0258217

Entities

People

  • John A. King

Organizations

  • Naval Air Weapons Station China Lake

Tags

DTIC Thesaurus Topics

  • Chemical Compounds
  • Cyclic Compounds
  • Diffraction
  • Heterocyclic Compounds
  • Instability
  • Nitrogen Heterocyclic Compounds
  • Pyrimidines
  • Spectra

Fields of Study

  • Chemistry

Readers

  • Analytical Chemistry
  • Molecular and Cellular Biochemistry