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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(08) [August 2005] >
| Title: | Chemoselective reaction of indole 1,3-dicarboxylates towards hydrazine hydrate: Bisheterocycles: Synthesis and antimicrobial activity of some new 2-methyl-3-ethoxycarbonyl-1-oxadiazolyl/thiazolidinonyl/pyrrolylaminocarbonylmethylindoles |
| Authors: | Bhovi, Manjunath G
Gadaginamath, Guru S |
| Keywords: | Thioglycolic acid
indole dicarboxylates
antibacterial activity
antifungal activity |
| Issue Date: | Aug-2005 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.7 C 07 D 209/04 |
| Abstract: | Chemoselectivity
of 1-ester over C3-ester of the indole dicarboxylates 3a,b towards the nucleophilic attack of
hydrazine hydrate has been evidenced by the exclusive formation of
1-hydrazinocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles 5a,b which have been further reacted
separately with CS2/KOH, p-chlorobenzaldehyde and acetonyl
acetone to furnish the 1-(5-mercapto-1,3,4-oxadiazol-2-yl)methyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
6a,b, 1-p-Chlorobenzylidenehydrazinocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
7a,b and 1-(2,5-dimethylpyrrol-1-yl)aminocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
8a,b respectively. The Schiff’s bases 7a,b are reacted separately with thioglycolic acid to get the
desired 1-(2-p-chlorophenyl-4-thiazolidinon-1-yl)aminocarbonylmethyl-3-ethoxycarbonyl-5-substituted-2-methylindoles
9a,b. These newly synthesised
compounds are screened for their antibacterial and antifungal activities. |
| Page(s): | 1663-1668 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.44B(08) [August 2005]
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