1649447-83-5Relevant articles and documents
Synthesis and reaction of novel spiro pyrimidine derivatives
Abu-Hashem, Ameen Ali
, p. 1020 - 1026 (2014)
2-Mercapto-6-[(pyridin-4-ylmethylene)-amino]-3H-pyrimidin-4-one 1 was synthesized from Schiff base reaction of 6-amino-2-thiouracil with isonicotinaldehyde. The reaction of 1 with hydrazonyl chloride 2a-d afforded the novel pyrimidin-4-one 3a-d. Compounds 3a-d reacted with methyl iodide to give 4a-d. Subsequently, reaction of 4a-d with triethylamine as a catalyst in dry chloroform yielded tetraaza-spiro[4.5]deca-2, 8-dien-7-one 5a-d. In addition, reaction of 1 with acrylonitrile gave pyrimidin-propionitrile 6. The cyclization of 6 by reacting with sodium ethoxide to give pyrimido [2, 1-b] [1,3] thiazin-6-one 7. The refluxing of 1 with bromine in acetic acid yielded 2-bromo-pyrimidin-4-one 8. The latter compound 8 reacted with sodium azide gave tetrazolo-pyrimidine 10. The chemical structures of the newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and mass spectral analysis. A novel series of 6-methyl-1, 3-(sub.)-9-[(pyridin-4- ylmethylene)-amino]-4-thia-1, 2, 6, 10-tetraaza-spiro[4.5]deca-2, 8-dien-7-one with some of new compounds for examples thiazin, tetrazolo-pyrimidine derivatives.
