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Reaction of phenyl acetic acid derivatives with thiosemicarbazide in the presence of POCl
3
afforded 5-(4-bromobenzyl)-1,3,4-oxadiazole-2-amine
1
and 5-(3-nitrophenyl)-1,3,4-oxadiazole -2-amine
2
. Acylation of the amino group of oxadiazoles
1
and
2
with some acid chlorides such as methyl 4-(chlorocarbonyl) benzoate, 3-nitrobenzoyl chloride, 4-methoxy-benzoyl chloride, 4-isobutylbenzoyl chloride and chloroacetyl chloride yielded the acylated compounds
3
–
8
. Cyclization of acetamides
7
and
8
by reaction with ammonium thiocyanate gave the thiazolidinones
9
and
10
. Coupling of chloroacetamide
7
with two mercaptothiazoles gave coupled heterocyclic derivatives
11
and
12
. Coupling of amino-oxadiazole
1
with
N
-Boc-glycine and
N
-Boc-phenylalanine lead to the formation of
16
and
17
respectively. All compounds were screened for their antibacterial activity against
Salmonella typhi
where compounds
3
,
4
,
10
,
11
and
15
showed significant activity. Structures of the new synthesized compounds were confirmed using the spectral analysis such as IR,
1
H NMR and
13
C NMR and mass spectrometry.