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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.45B [2006] >
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 Code: | Int.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-phenylthiosemicarbazinocarbonyl)-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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