Synthesis, Characterization and Biological Activity study of New Five, Six and Seven Heterocyclic Compounds Derived from 2-Aminopyridine

This work involves synthesis of different five, six and seven member heterocyclic ring utilizing 2-aminopyridine as a starting material.This work is divided into four different parts:
Part One :
This part involved the synthesis of 3-biphenyl-4-ylimidazo[1,2-a] pyridine[1], 3-phenylimidazo[1,2-a]pyridine [2], imidazo[1,2-a]pyridine-3(2H)-one [3], 2H-pyrido[1,2-a]pyridine-2,4-(3H)-dione [4], N,N'-1,4-
dihydronaphthalene-2,3-diylidenedipyridine-2-amine [5], pyrido[1,2-a] [2,4]benzodiazepine-6,11-dione [6], N-(1,3-benzodioxol-5-ylmethylidene)pyridine-2-amine [7], 3-(pyridine-2-ylimino)-1,3-dihydro-2H-indol-2-one [8], [2-oxo-3-(pyridin-2-ylimino)dihydro-1H-indol-1-yl] acetic acid [9], 1-(1H-benzimidazol-1-ylmetyl)-3-(pyridine-2-ylimino)-1,3-dihydro-2Hindol-2-one [10],directly from the starting material, as shown in scheme
(I).Part Two :
This part involved synthesis of N-carbamoyl-N -pyridin-2ylglycinamid [12], N-(4-biphenyl-4-yl-1,3-oxazol-2-yl)-N ylglyciamide [13], N-carbothioyl-N -pyridin-2-ylglycinamid [14], N-(4biphenyl-4-yl-1,3-thiazol-2-yl)-N 22 2-pyridine-2-ylglyciamide [15], from the reaction of 2-aminopyridine with ethylchloroacetate to yield compound [11], this compound was reacted with different organic agents to yield the
target molecules, as shown in scheme (II).
-pyridine -2-Part Three :
This part involved the synthesis of 2-[(pyridine-2-ylamino)methyl]4,5-dihydro-6H-1,3,4-oxadiazine-6-one [17], 3-[(pyridine-2-ylamino)methyl]1,6-dihydro-1,2,4-triazin-5(2H)-one [18], 5-[(pyridine-2-ylamino)
methyl]-1,3,4-oxadiazole-2-thiol [19], 1-(N-pyridine-2-ylglycyl)-1,2daizepane-3,7-dione [20], 5-methyl-2-(N-pyridin-2-ylglycyl)-2,4-dihydro3H-pyrazol-3-one [21], N'-formyl-2-(pyridine-2-ylaminoaceto-hydrazide
[22], 2-(pyridine-2-ylamino)-N'-[(1,3-thiazol-2ylamino)methyl] acetohydrazide [23], starting from 2-(pyridine-2-ylamino)acetohydrazide [16]. The latter was prepared from refluxing ethyl-N-pyridin-2-ylglycinate
[11] with hydrazine hydrate, as shown in scheme (III).Part Four :
This part deals with the study of anti-bacterial activity of all the synthesized compounds. These activities were determined against two pathogenic stain of bacteria: Staphylococcus aureus and Pseudomonas
aeurinosa. The result revealed that some of the synthesized compounds showed measurable activity as shown in Table (4-1).