Dundappa S. Donawade, A. Raghu, G. S. Gadaginamath
Mar 1, 2006
Citations
0
Influential Citations
23
Citations
Journal
ChemInform
Abstract
1-Substituted-5-methoxy-3-carbethoxy-2-methylindoles 2a-c on reaction with hydrazine hydrate in ethyl alcohol give back the starting materials 2a-c. Then ethylene glycol is used as solvent instead of ethyl alcohol in the above reaction and obtained conveniently the desired 1-substitured-5-methoxy-3-hydrazinocarbonyl-2-methylindoles 3a-c and they are further reacted separately with acetonyl acetone; carbon disulphide and alcoholic potassium hydroxide; followed by hydrazine hydrate; allyl isothiocyanate and phenyl isothiocyanate to obtain the desired 1-substituted-5-methoxy-3-(2,5-dimethylpyrrol- 1-yl)amino carbonyl-2-ethyl-indoles 4a-c, 1-substituted-5-methoxy-3-(5-mercapto-1,3,4-oxadiazol-2-yl) 2-methylindoles 5a-c, 1-substituted-5-methoxy-3-(4-amino-5-mercapto-1,2,4-triazol-3-yl)-2-methylindoles 6a-c, 1-substituted-5-methoxy-3- (N-allylthiosemicarbazinocarbonyl)-2-methylindoles 7a-c and 1-sustituted-5-methoxy-3-(N-phenylthiosemicarbazino- carbonyl)-2-methyl indoles 8a-c respectively. The thiosemicarbazides 7a-c and 8a-c are heated with 4% NaOH to secure 1- substituted-3-(4-allyl-5-mercapto-1, 2,4-triazol-3-yl)-5-methoxy-2-methylindoles 9a-c and 1-substituted-3-(4-phenyl-5- mercapto-1,2,4-triazol-3-yl)-5-methoxy-2-methylindoles 10a-c respectively. Similar set of reactions are also carried out on 1-furfuryl-3-carbethoxy-5-methoxy-2-methylbenz(g)indole 12. Structures of all these newly synthesised compounds are confirmed by their spectral and analytical data and the compounds are also screened for their antibacterial and antifungal activities.