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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(10) [October 2005] >
| Title: | Facile synthesis and fungicidal activity of novel 4,4'-bis[2''-(5'''-substituted rhodanin-3'''-yl)thiazol-4"-yl]bibenzyls |
| Authors: | Siddiqui, I R
Singh, Pravin K
Singh, Jaya
Singh, Jagdamba |
| Keywords: | Bibenzyl
thiazole
rhodanine
fungicide
microwave irradiation
Knoevenagel condensation
lock and key mechanism |
| Issue Date: | Oct-2005 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.7 C 07 D // A 61 P 31/10 |
| Abstract: | Acylation of bibenzyl, followed by reaction
with thiourea and I2 in the presence of NH3, yields 4,4'-bis(2"-aminothiazol-4"-yl)bibenzyl
3. Compound 3, on treatment with CS2 in the presence of NH3
and cyclization with ClCH2COONa and HCl, furnishes 4,4'-bis[2"-(rhodanin-3"'-yl)thiazol-4"-yl]bibenzyl 4. Compound 4, on
Knoevenagel condensation with aromatic aldehydes by conventional methods as
well as microwave irradiation in the presence of NaCl as catalyst under
solvent-free conditions, gives 4,4'-bis[2''-(5'''-substituted
rhodanin-3'''-yl)thiazol-4"-yl]bibenzyls 5a-p. The reaction rate is enhanced 230 times by using microwave
heating with improved yields in comparison with conventional method. All
compounds show promising antifungal activity against Fusarium oxysporum and Penicillium
citrinum. Structure-activity relationships for the screened compounds are
discussed. |
| Page(s): | 2102-2106 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.44B(10) [October 2005]
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