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These are oxidized 2- and 4-phenolic derivatives of pyridine

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Presentation on theme: "These are oxidized 2- and 4-phenolic derivatives of pyridine"— Presentation transcript:

1 These are oxidized 2- and 4-phenolic derivatives of pyridine
PYRIDONES These are oxidized 2- and 4-phenolic derivatives of pyridine

2

3 RETROSYNTHESIS

4 QUINOLINE Has pKa of 4.9, bp 237C, colourless, dipole moment of 2.16D.

5 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.

6 RXNS –nitration and bromination

7 Sulfonation and nuc subs

8 Oxidation and reduction

9 Compounds containning quinoline

10 QUINOLONES CIPROFLOXACIN-ANTI-BACTERIAL for treating urinary tract infections, typhoid fever

11 ISOQUINOLINE pKa 5.14, bp 243C, colourless, pleasant smell, occurs in coal tar and bone oil

12 PYRIDAZINE pKa 2.3, dipole moment 3.95D. Prepared by reacting 1,4-diketone or dialdehyde with hydrazine

13 synthesis

14 PYRIMIDINE Bp 124C, water soluble, weak base, dipole moment 2.10D

15 SYNTHESIS

16 Compounds containing pyrimidine

17 Compds cont’d

18 COMPDS CONT’D Fusion of pyrimidine and imidazole gives purine

19 PYRAZINE Mp 57C, bp 116C, colourless, water soluble, pKa 0.7, dipole moment 0D

20 SYNTHESIS

21 PTERIDINE Fusion of pyrimidine and pyrazine. These compds occur as pigments in the wings and eyes of butterflies and other insects

22 Compds of pteridine Folic acid is composed of pterine, p-aminobenzoic acid and glutamic acid. Folic acid is a growth hormone in plants.

23 Fused rings


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