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IJC-B Vol.45B(03) [March 2006] >


Title: Synthesis and antimicrobial activity of some new 1-substituted-3-pyrrolyl aminocarbonyl/oxadiazolyl/triazolyl/5-methoxy-2-methylindoles and benz[g]indoles
Authors: Donawade, Dundappa S
Raghu, A V
Gadaginamath, Guru S
Keywords: Carbethoxy methylindoles
hydrazine hydrate
ethyl alcohol,
ethylene glycol
ethylindoles
thiosemicarbazides
antibacterial activity
antifungal activities
Issue Date: Mar-2006
Publisher: CSIR
IPC CodeInt.Cl.7 C 07 D
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.
Page(s): 689-696
ISSN: 0975-0983(Online); 0376-4699(Print)
Source:IJC-B Vol.45B(03) [March 2006]

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