Please use this identifier to cite or link to this item: http://nopr.niscair.res.in/handle/123456789/8993
Title: Chemoselective reaction of benz[<i>g</i>]indole dicarboxylate towards hydrazine hydrate: Bisheterocycles: Synthesis and antimicrobial activity of some new 1-[2-hydroxyethyl]-3-ethoxycarbonyl-5-oxadiazolyl/triazolyl/ pyrrolylaminocarbonylmethoxy-2-methylbenz[<i>g</i>]indoles
Authors: Bhovi, Manjunath G
Gadaginamath, Guru S
Issue Date: Apr-2005
Publisher: CSIR
Series/Report no.: <b>Int.Cl.<sup>7</sup> C 07 D 209/04</b>
Abstract: The exclusive formation of 1-[2-hydroxyethyl]-3-ethoxycarbonyl-2-methyl benz[<i>g</i>] indol-5-yloxyacetic acid hydrazide <b style="">6</b> from 1-[2-hydroxyethyl]-3-ethoxycarbonyl-5-methoxycarbonylmethoxy-2-methylbenz[<i>g</i>]indole <b style="">3 </b>revealed the chemo­selectivity of the C<sub>5</sub>-ester over C<sub>3</sub>-ester towards nucleophilic attack of hydrazine hydrate. This monocarbohydrazide <b style="">6</b> is reacted separately with CS<sub>2</sub>/KOH, acetonyl acetone and isothiocyanates to secure the desired 1-[2-hydroxyethyl]-3-ethoxycarbonyl-5-(5-mercapto-1,3,4,-oxadiazl-2-y1)methoxy-2-methylbenz[<i>g</i>]indole <b style="">7</b>, 1-[2-hydroxyethyl]-3-ethoxy-carbonyl-5-(2,5-dimethylpyrrol-1-yl)aminocarbonylmethoxy-2-methylbenz[<i>g</i>]indole <b style="">8</b> and 1-[2-hydroxyethyl]-3-ethoxy­carbonyl-5-(<i>N</i>-substituted thiosemicarbazinocarbonyl)methoxy-2-methylbenz[<i>g</i>]indole <b style="">9a-c</b>. These thiosemicarbazides <b style="">9a-c</b> are reacted with 4% NaOH to produce the 1-[2-hydroxyethyl]2-methybenz[<i>g</i>]indol-5-(4-substituted-5-mercapto-1,2,4-triazol-3-yl)methoxy-3-caboxylic acids <b style="">10a-c</b>. All theses newly synthsised compounds are screened for their antimicrobial activities.
Description: 794-800
URI: http://hdl.handle.net/123456789/8993
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.44B(04) [April 2005]

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