Some Nucleophilic Substitutions in 2,4- and 2,4,8-Trichloro- pyrido [3,2-d] pyrimidines

  • Boyomi, Said M. (Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University) ;
  • Ismaiel, Abdel-Kader M. (Department of Medicinal Chemistry, Faculty of Pharmancy, University of Mansoura) ;
  • Eisa, Hassan M. (Department of Medicinal Chemistry, Faculty of Pharmancy, University of Mansoura) ;
  • El-Kerdawy, Mohamed M. (Department of Medicinal Chemistry, Faculty of Pharmancy, University of Mansoura)
  • Published : 1989.03.01

Abstract

Reaction of 6-(acetoxymethyl) -2,4-dichloropyrido [3,2-d] pyrimidine (I) with some nucleophiles was investigated. When I reacted with sodium azide afforded 2,4-diazido derivative (II). Treatment of II with sodium hydroxide underwent cyclization of the 2-azido group to tetrazolo, replacement of 4-azido group by hydroxide ion, and hydrolysis of 6-ace-foxy moiety to hydroxy methyl derivative (III). While, reaction of I with hydrazine hydrate resulted in the formation of 2,4 dihydrozino-6-hydroxymethyl derivative (lV).

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