nitroimidazoles 111. [i]. synthesis, antibact - erial and antifungal activity of zmethyl - su lfonyl -5 -(i-methyl -5- nitro-2- imidazolyl) 1,3,4-thiadiazole
نویسندگان
چکیده
2- methylsulfonyl - 5- (1-methyl-5-nitro- 2 – imidazolyl ) 1,3,4 - thiadiazole ( 1 ) was prepared by twa independent routes.1) reaction of 1-methyl-2-formyl-5- nitroimidazole (3) with methyl hydrazinecarbodithioate gave the hydrazone 4. reaction of compound 4 with acetic anhydride followed by potassium permanganate oxidation of the intermediate 5 gave the desired compound 1. 2) reaction of thiourea with 2–chloro–5-(l-methyl-5-nitro-2-imidazolyl) 1,3, 4 – thiadiazole (7) gave the thiol 8. reaction of the latter with methyl iodide in alkaline medium followed by potassium permanganate oxidation afforded also compound 1. the antibacterial and antifungal activity of compound 1 against a number of microorganisms were determined .compound 1 showed significant antibacterial and antifungal activity
منابع مشابه
NITROIMIDAZOLES 111. [I]. SYNTHESIS, ANTIBACT - ERIAL AND ANTIFUNGAL ACTIVITY OF ZMETHYL - SU LFONYL -5 -(I-METHYL -5- NITRO-2- IMIDAZOLYL) 1,3,4-THIADIAZOLE
2- Methylsulfonyl - 5- (1-methyl-5-nitro- 2 – imidazolyl ) 1,3,4 - thiadiazole ( 1 ) was prepared by twa independent routes.1) reaction of 1-methyl-2-formyl-5- nitroimidazole (3) with methyl hydrazinecarbodithioate gave the hydrazone 4. Reaction of compound 4 with acetic anhydride followed by potassium permanganate oxidation of the intermediate 5 gave the desired compound 1. 2) React...
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The reaction of P-diketones 1 with phenyl hydrazine afforded 5-aryl-3-(1- methyl-5-nitro-2-imidazoly1)-1-phenylpyrazole (2) and 3-aryl-5-(1-methyl-5- nitro-2-imidazoly1) -1-phenylpyrazole (3). The reaction of diketones (1) with urea in the presence of p-toluenesulfonic acid gave 4-(or 6-)aryl-6-(or 4-)(1-methyl- 5-nitro-2-imidazolyl)-1-(lH)pyrimidones (4). The structures of all compounds w...
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the reaction of p-diketones 1 with phenyl hydrazine afforded 5-aryl-3-(1- methyl-5-nitro-2-imidazoly1)-1-phenylpyrazole (2) and 3-aryl-5-(1-methyl-5- nitro-2-imidazoly1) -1-phenylpyrazole (3). the reaction of diketones (1) with urea in the presence of p-toluenesulfonic acid gave 4-(or 6-)aryl-6-(or 4-)(1-methyl- 5-nitro-2-imidazolyl)-1-(lh)pyrimidones (4). the structures of all compounds were c...
متن کاملNitroimidazoles XIII. Synthesis of Substituted (1-Methyl-5-Nitro-2-Imidazolyl) Isoxazoles
The beta0diketone derivatives of nitroimidazole were synthesized from the reaction of magnesium salt of beta-ketoaccids 3 with imidazolide 4. The raction of beta-diketones with hydroxylamine hydrochloride afforded either the isoxazoles or the 5-hydroxyl-2-isoxazolines.
متن کاملnitroimidazoles xiii. synthesis of substituted (1-methyl-5-nitro-2-imidazolyl) isoxazoles
the beta0diketone derivatives of nitroimidazole were synthesized from the reaction of magnesium salt of beta-ketoaccids 3 with imidazolide 4. the raction of beta-diketones with hydroxylamine hydrochloride afforded either the isoxazoles or the 5-hydroxyl-2-isoxazolines.
متن کاملSynthesis and in vitro Anti-Bacterial Activity of 2-(5-Nitro-2-heteroaryl)-1,3,4-Thiadiazole Derivatives
A new series of 2-(5-nitro-2-heteroaryl)-1,3,4-thiadiazole derivatives, including nitro furan, nitro thiophene and nitro imidazole, were synthesized and screened in vitro for their inhibitory activity against eight bacterial strains. The results showed that most of the synthesized compounds were active against Gram-positive bacteria, determined by MIC method. Among them, compounds <str...
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عنوان ژورنال:
journal of sciences islamic republic of iranجلد ۱، شماره ۱، صفحات ۰-۰
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