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These are oxidized 2- and 4-phenolic derivatives of pyridine
PYRIDONES These are oxidized 2- and 4-phenolic derivatives of pyridine
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RETROSYNTHESIS
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QUINOLINE Has pKa of 4.9, bp 237C, colourless, dipole moment of 2.16D.
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REACTIONS OF QUINOLINE
It undergoes electrophilic subs rxns on the benzene ring. It also undergoes nucleophilic subs rxns on pyridine ring. Electrophilic subs occurs at C-5 or C-8. Nucleophilic subs rxns at C-2 OR C-4.
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RXNS –nitration and bromination
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Sulfonation and nuc subs
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Oxidation and reduction
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Compounds containning quinoline
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QUINOLONES CIPROFLOXACIN-ANTI-BACTERIAL for treating urinary tract infections, typhoid fever
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ISOQUINOLINE pKa 5.14, bp 243C, colourless, pleasant smell, occurs in coal tar and bone oil
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PYRIDAZINE pKa 2.3, dipole moment 3.95D. Prepared by reacting 1,4-diketone or dialdehyde with hydrazine
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synthesis
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PYRIMIDINE Bp 124C, water soluble, weak base, dipole moment 2.10D
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SYNTHESIS
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Compounds containing pyrimidine
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Compds cont’d
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COMPDS CONT’D Fusion of pyrimidine and imidazole gives purine
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PYRAZINE Mp 57C, bp 116C, colourless, water soluble, pKa 0.7, dipole moment 0D
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SYNTHESIS
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PTERIDINE Fusion of pyrimidine and pyrazine. These compds occur as pigments in the wings and eyes of butterflies and other insects
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Compds of pteridine Folic acid is composed of pterine, p-aminobenzoic acid and glutamic acid. Folic acid is a growth hormone in plants.
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Fused rings
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