NISCAIR Online Periodicals Repository

Research Journals >
Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(07) [July 2005] >

Title: Chemoselective reaction of benz(g)indole based bisheterocycle dicarboxylate towards hydrazine hydrate: Synthesis and antimicrobial activity of new triheterocycles-5-pyrrolylaminocarbonyl/ mercaptooxadiazolyl/4-allyl-5-mercaptotriazolylmethoxy-1-furfuryl-2-methylbenz(g)indoles
Authors: Donawade, Dundappa S
Raghu, A V
Muddapur, U M
Gadaginamath, Guru S
Keywords: Benz (g) indole
bisheterocycle dicarboxylate
hydrazine hydrate
antibacterial activity
antifungal activity
Issue Date: Jul-2005
Publisher: CSIR
IPC CodeInt.Cl.7 C 07 D 209/60 // A 61 P 31/04, 31/10
Abstract: Chemoselectivity of C5-ester over that of C3-ester function of the benz(g)indole based bisheterocycle dicarboxylate towards the nucleophilic attack of hydrazine hydrate has been evidenced by the exclusive formation of 1-furfuryl-3-ethoxycarbonyl-5-hydroxy-2-methylbenz(g)indole-5-yloxyacetic acid hydrazide 5 which is reacted separately with acetonyl acetone, carbon disulphide in boiling ethanolic potassium hydroxide and allyl isothiocyanate to produce respectively 1-furfuryl-3-ethoxycarbonyl-5-(2,5-dimethylpyrrol-1-yl)aminocarbonylmethoxy-2-methylbenz(g)indole 7, 1-furfuryl-3-ethoxy-carbonyl-5-(5-mercapto-1,3,4-oxadiazol-2-yl)methoxy-2-methylbenz(g) indole 8, and 1-furfuryl-3-ethoxycarbonyl-5-(N-allylthiosemicarbazinocarbonyl)methoxy-2-methylbenz(g)indole 9. The thiosemicarbazide 9 when heated with 4% NaOH undergoes cyclisation with concomitant hydrolysis of C3-ester group to yield 1-fufuryl-5-(4-allyl-5-mercapto-1,2,4-triazol-3-yl)methoxy-2-methylbenz(g)indole-3-carboxylic acid 10. The structures of newly synthesized compounds are confirmed on the basis of their spectral and analytical data and the compounds are also screened for their antibacterial and antifungal activities.
Page(s): 1470-1475
ISSN: 0975-0983(Online); 0376-4699(Print)
Source:IJC-B Vol.44B(07) [July 2005]

Files in This Item:

File Description SizeFormat
IJCB 44B(7) 1470-1475.pdf63.57 kBAdobe PDFView/Open
 Current Page Visits: 786 
Recommend this item


Online Submission of Articles |  NISCAIR Website |  National Knowledge Resources Consortium |  Contact us |  Feedback

Disclaimer: NISCAIR assumes no responsibility for the statements and opinions advanced by contributors. The editorial staff in its work of examining papers received for publication is helped, in an honorary capacity, by many distinguished engineers and scientists.

CC License Except where otherwise noted, the Articles on this site are licensed under Creative Commons License: CC Attribution-Noncommercial-No Derivative Works 2.5 India

Copyright © 2015 The Council of Scientific and Industrial Research, New Delhi. All rights reserved.

Powered by DSpace Copyright © 2002-2007 MIT and Hewlett-Packard | Compliant to OAI-PMH V 2.0

Home Page Total Visits: 163047 since 01-Sep-2015  Last updated on 21-Jun-2016Webmaster: