(trifluoromethyl) Pyrimidine Derivatives And Their Sulfonylurea Compounds Synthesized

2-aminopyrimidines are important intermediates of agricultural chemicals and medicines, which are widely used as hebicides, antimicrobal agents and proteinase inhibitors. The substituted groups of 2-aminopyrimidine derivatives were mainly alkyl, alkoxyl or halogen, while trifluoromethy-containing heterocyclic compounds were seldom reported. The synthesis routes were often heterocyclization first, and fluorization was followed. In this paper, the trifluoromethy-containing heterocyclic compounds were prepared directly by heterocyclization.As a developed herbicide in recent 20 years, sulfonylurea possesses good characteristics of high activity, wide application, low toxicity and high selectivity. The compounds were composed of 3 parts: aromatic ring, urea bridge, heterocycle. On the basis of the structure model, fluoro-containing heterocycle (2-amino-4-substituted -6-trifluoro methyl pyrimidine) were prepared in this paper to optimize the structure of sulfonylurea compounds and to synthesize novel herbicide.On the one hand, Condensation of guanidine hydrochloride with ethy1-4,4,4 -trifluoroacetoacetate, in which the yield was 82%, and chlorination of the above product with phosphorus oxychloride resulted in 2-amino-4-chloro-6-trifiuoromethyl pyrimidine, which, upon reaction with nucleophiles, gave high yields of the corresponding 2-aminopyrimidines derivatives. On the other hand, 2-methyloxy carbonyl benzene sulfonyl isocyanate was synthesized from 2-methyloxycarbonyl benzene sulfonylamide, which was prepared by reaction of glucide with methanol. Finally, sulfonylurea compounds were gained by nucleophilic addition of 2-methyloxycarbonylbenzene sulfonylisocyanate and 2-amino-4-substituted-6-tri fluoromethyl pyrimidine. Discussion was made in detail on the experimental approach, the synthesis process was optimized to achieve mild experimental conditions and to realize great improvement in yield. In addition, spectra analysis proceeded for the final product. The influence of substituted groups on the chemical shift of protons of pyrimidine ring was discussed. And the assignment of the peaks in IR and 1H NMR spectra was made.