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Title of Journal: Monatsh Chem

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Abbravation: Monatshefte für Chemie - Chemical Monthly

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Springer Vienna

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DOI

10.1016/0360-1315(95)00088-7

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1434-4475

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Expedient approach for the synthesis of novel inde

Authors: Shivaraj P Patil Muddassar A Kazi Shrikant B Kanawade Prashant S Nikam Madhukar N Jachak Raghunath B Toche
Publish Date: 2011/11/15
Volume: 143, Issue: 2, Pages: 317-323
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Abstract

Gewald reaction of 223dihydro56dimethoxy1Hinden1ylidenemalononitrile elemental sulfur and a catalytic amount of triethylamine furnished the new synthon 2aminoindenothiophene3carbonitrile Its reaction with conc H2SO4 furnished the expected 2amino3carboxamide derivative instead of the corresponding carboxylic acid The key intermediates 2aminoindenothiophene3carbonitrile and 3carboxamide were used for the synthesis of tetracyclic indenothienopyrimidine derivatives by cyclocondensation reaction with acid chlorides amides formic acid or hydrazine hydrate Neat reactions of the carbonitrile with cyclic and aliphatic ketones in the presence of anhydrous ZnCl2 furnished pentacyclic and tetracyclic indenothienopyridine derivatives respectively in good yields All new compounds were characterized by spectroscopic and analytical data


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