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Novel Synthesis Approach and Antiplatelet Activity Evaluation of 6-Arylmethyleneamino-2-Alkylsulfonylpyrimidin-4(3H)-one Derivatives and Its Nucleosides

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DOI: 10.4236/ijoc.2013.33A004    2,887 Downloads   4,902 Views

ABSTRACT

A new and efficient procedure has been designed for the preparation of 6-arylmethylene-amino-2-alkyl sulfonyl-pyrimidine. The first alkylthio group was introduced into the pyrimidine ring by S-alkylation. The introduction of the second one was successfully achieved using the phosphorous oxychloride method to afford 4-chloro-2-alkylthio-pyrimidines. Subsequent nucleophilic displacement by the corresponding alkylamines followed by glycoside bromide addition conveniently gave a series of the target compounds. Thus, the two same or different alkylamino groups were easily introduced into the pyrimidine ring through the two different approaches. The human anti-platelet aggregation activity of the newly synthesized compounds was also described.

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A. Alshammari and A. El-Gazzar, "Novel Synthesis Approach and Antiplatelet Activity Evaluation of 6-Arylmethyleneamino-2-Alkylsulfonylpyrimidin-4(3H)-one Derivatives and Its Nucleosides," International Journal of Organic Chemistry, Vol. 3 No. 3A, 2013, pp. 28-40. doi: 10.4236/ijoc.2013.33A004.

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