161768-89-4Relevant academic research and scientific papers
Synthesis and antimicrobial activity of benzimidazolyl/coumarinylmethoxyindoles
Gadaginamath, Guru S.,Joshi, Raghavendra G.
, p. 120 - 124 (2007/10/02)
Hydrolysis of substituted 5-ethoxycarbonylmethoxyindoles (2a-h), prepared by reacting 5-hydroxyindoles (1a-h) with ethyl chloroacetate, by ethanolic sodium hydroxide gives the corresponding diacids (3a-h) which on heating with o-phenylenediamine in 6N HCl undergo condensation and decarboxylation to give the substituted 5-(benzimidazol-2'-yl)methoxyindoles (4a-h).The diacid (3c) also undergoes decarboxylation on heating with 6N HCl producing indol-5-yloxyacetic acid (5c).Condensation of 5-hydroxyindoles (1a-h) with 4-bromomethyl-6-methyl coumarin (6) yield the expected coumarinylmethoxyindoles (7a-h).The newly synthesised biheterocycles have been screened for their antibacterial and antifungal activities.
CHEMOSELECTIVITY OF INDOLE DICARBOXYLATE TOWARDS HYDRAZINE HYDRATE: SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF OXADIAZOLYL/PYRROLYL/TRIAZOLYL/PYRAZOLYLMETHOXYINDOLE DERIVATIVES
Gadaginamath, Guru S.,Joshi, Raghavendra G.,Kamat, Anand G.
, p. 475 - 484 (2007/10/02)
The exclusive formation of substituted indol-5-yloxyacid hydrazides (4a-h) from 3-carbethoxy-5-ethoxy-carbonylmethoxyindoles (2a-h) revealed the chemoselectivity of C-5 ester over C-3 carboxy ester function towards the nucleophilic attack of hydrazine hydrate.These hydrazides (4a-h) were treated separastely with triethyl-orthoformate, carbon disulphide and ethanolic potassium hydroxide followed by treatment with hydrazine hydrate (99percent), acetonyl, acetone and acetyl acetone to furnish the desired substituted 5-(1', 3', 4'-oxadiazol-2'-yl)-methoxyindoles (5a-h), 5-(4'-amino-5'-mercapto-1'-2', 3'-triazol-3'-yl) methoxyindoles doles (6a-h), 5'-(2', 5'-dimethyl-pyrrol-1'-yl) aminocarbonylmethoxyindoles (7a-h) and 5-(3', 5'-dimethlpyrazol-1'-yl) carbonylmethoxyindoles (8a-h), respectively.The Schiff base of hydrazide (9d) obtained from hydrazide (4d) and ethyl acetoacetate on heating with o-dichlorobenzene furnished dimer (11d) instead of pyrazolonylindole (10d).The newly synthesised compounds were screened for their antibacterial and antifungal activities.
