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; AJC-18665 2-Aminobenzothiazole (1) was converted to the corresponding diazonium salt which was introduced in coupling reaction with alkaline solution of 2-hydroxybenzaldehyde as coupling reagent to give azo-benzothiazole derivative (2) bearing aldehyde group. The resulting aldehyde (2) was introduced in condensation reactions with the primary aromatic amines including (4-nitroaniline, 3-nitroaniline, 4-hydroxyaniline, 4-methoxyaniline, 2-methoxyaniline, 4-bromoaniline, 4-chloroaniline and 2,4-dichloroaniline) using microwave irradiation technique in absolute ethanol to produce eight imine derivatives of benzothiazole (3a-h), respectively. Treatment of the resulting imines (3a-h) with glycine using microwave irradiation in tetrahydrofuran afforded eight new imidazolidines (4a-h) substituted with benzothiazole moiety, respectively. Preliminary in vitro antibacterial activity of the target compounds were investigated using two types of bacteria, Staphylococcus aureus (Gram-positive) and Escherichia coli (Gram-negative). The results indicated that the newly synthesized imidazolidines (compounds 4a, 4b, 4c, 4d, 4e, 4g and 4h) exhibited greater activities than gentamycin against Gram-positive bacteria. On the other hand, compounds 4d and 4h were also showed better activities against Gram-negative bacteria when compared with that of the control drug (gentamycin).

5-(4-Aminophenyl)-2-thiol-1,3,4-oxadiazole (1) was synthesized via the reaction of carbon disulfide with 4-aminobenzoyl hydrazide in presence of potassium hydroxide in absolute ethanol. Compound 1 was converted to the corresponding diazonium salt which was introduced in coupling reaction with alkaline solution of 2-hydroxybenzaldehyde as coupling reagent to give azooxadiazole derivative 2 containing aldehyde group. The resulting aldehyde 2 was then introduced in condensation reactions with the primary aromatic amines including (4-bromoaniline, 4-chloroaniline, 4-nitroaniline, 3-nitroaniline, 4-methoxyaniline and 4-hydroxyaniline) using microwave irradiation technique in absolute ethanol to produce six imine derivatives of 1,3,4-oxadiazole (3a-f), respectively. Treatment of the resulting imines 3a-f with glycine using microwave irradiation in tetrahydrofuran afforded six new imidazolidines 4a-f substituted with 1,3,4-oxadiazole moiety, respectively. in vitro Antibacterial activity of the target compounds were investigated using two types of bacteria, Staphylococcus aureus (Gram-positive) and Escherichia coli (Gram-negative). The results indicated that the newly synthesized imidazolidines (compounds 4d and 4f) showed enhanced activity against Gram-negative bacteria when compared with that of the control drug (gentamycin).

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