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Research Article

Microwave-assisted synthesis of antimicrobial agents based on pyridazine moiety

, &
Pages 1307-1315 | Received 29 Aug 2012, Accepted 04 Oct 2012, Published online: 19 Nov 2012

Figures & data

Figure 1.  Biologically active sulfonamide drugs.

Figure 1.  Biologically active sulfonamide drugs.

Table 1.  Sulfonamide derivatives (2a-p).

Scheme 1.  Synthesis of sulfonamide derivatives.

Scheme 1.  Synthesis of sulfonamide derivatives.

Scheme 2.  (i) 3-Chloropyridazine derivatives/acetic acid/M.W. (ii) Benzaldehyde/acetic acid/M.W. (iii) Acetic acid derivatives/M.W. (iv) Thiosemicarbazide/acetic acid/M.W. (v) Succinic anhydride/toluene/M.W.

Scheme 2.  (i) 3-Chloropyridazine derivatives/acetic acid/M.W. (ii) Benzaldehyde/acetic acid/M.W. (iii) Acetic acid derivatives/M.W. (iv) Thiosemicarbazide/acetic acid/M.W. (v) Succinic anhydride/toluene/M.W.

Scheme 3.  A probable mechanistic pathway for the formation of the pyrrolin-2-one derivative (7).

Scheme 3.  A probable mechanistic pathway for the formation of the pyrrolin-2-one derivative (7).

Scheme 4.  Synthesis of 3-[4-(2-methoxybenzyl)-6-(4-methoxyphenyl)pyridazin-3-yl-sulfonyl] oxazolidine-2-thione (8).

Scheme 4.  Synthesis of 3-[4-(2-methoxybenzyl)-6-(4-methoxyphenyl)pyridazin-3-yl-sulfonyl] oxazolidine-2-thione (8).

Table 2.  Minimal inhibitory concentrations (MIC, μg/mL) and inhibition zones (mm) of the new synthesized compounds.

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