Cg. Dave et Mc. Shukla, Pyridopyrimidines: Part IX - Synthesis and antibacterial activity of 2-methylthio-6-phenylazo-5,7-dimethylpyrido[2,3-d]pyrimidin-4(3H)-ones, I J CHEM B, 39(3), 2000, pp. 210-214
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
2-Amino-3-carbethoxy-5-phenylazo-4,6-dimethylpyridine 2, obtained by diazo
coupling of 2-amino-3-carbethoxy-4,6-dimethyl-pyridine 1 and phenyl diazoni
um chloride, has been reacted with various aryl isothiocyanates 3 to get N-
1-substituted N-2-[3-carbethoxy-5-phenylazo-4,6-dimehyl-2-pyridyl]thioureas
4. Cyclization of pyridyl thioureas 4 using two different reaction conditi
ons affords 3-substituted 2-thioxo-6-phenylazo-5,7-dimethylpyrido[2,3-d]pyr
imidin-4(3H)-ones 5, which are S-methylated by dimethyl sulfate under alkal
ine condition to yield the title 2-methylthio-6-phenylazo-5,7-dimethylpyrid
o[2,3-d]pyrimidines 6. All the newly synthesized compounds 4, 5 and 6 have
been screened for their antibacterial activity.