| Author(s) | S.A. EI-Assiery and M.A. AI-Haiza |
| Affiliation | Chemistry Department, College of Education, King Saud University, Abha Branch, P.D. Box 157, Abha, Kingdom of Saudi Arabia |
| Title | Synthesis of Some New Pyrimidine and Fused Pyrimidine Derivatives |
| Source | Journal of King Saud University. Science. Volume 10, No 2. (1998/1418) |
| Abstract | 2-Mercapto- and 2-hydroxy-3,4-dihydro-4-oxo-6-(4-tolyl)pyrimidine-S-carbonitriles (3a, b) were synthesized by two different routes. Compound 3a could be converted into 3b by the action of hydrogen peroxide. Alkylation of 3a with alkyl halides gave the S-alkyl derivatives 4a-c. Compound 4a could also be prepared by two other different methods. The reaction of 4a-c with phosphorus oxychloride yielded the 4- chloropyrimidine derivatives 6a-c. Compounds 6a-c reacted with ammonia, glycine, anthranilic acid and hydrazine hydrate to fonn the tetrasubstituted pyrimidine derivatives 7a-d. Compound 7a could also be produced via two other alternative routes. The reaction of 6a with phenyl hydrazine gave directly the pyrazolo[3,4-d] pyrimidine derivative 10. The 2,4-dihydrazino-pyrimidine derivative 7d reacted with nitrous acid to give ditetrazolo[1,S- a:I', S'-c] pyrimidine 11. It also reacted with carbon disulphidetofonn pyrazolo[3,4-d]-s-triazolo[3,4-b] pyrimidine 12, Compounds 7b,c could be cyc1ised into imidazo[1 ,2-c] pyrimidine 13 and pyrimido [6,I-b] quinazoline 14, respectively. Product 13 could be directly obtained by the reaction of 6c with glycine in acetic acid. |
