Synthesis of spiro(indenepyrazole) and indenotriazinone derivatives from 4-substituted thiosemicarbazides and (1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene) propanedinitrile

In a multistep reaction, N-substituted-5'-amino-4'-cyano-1,3-dioxo-1,3-dihydro-spiro[indene-2,3'-pyrazole]-2'(1H) carbothioamides (63-71 %) and 4-substituted-3-thioxo-3H-indeno[1,2-e][ 1,2,4] triazin-9(4H)-ones (17-26 %) have been formed, from a series of 4-substituted thiosemica...

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Published inJournal of chemical research Vol. 34; no. 9; pp. 493 - 497
Main Authors Hassan, Alaa A., El Din, Ahmed M. Nour, Latif, Fathy F. Abdel, Mostafa, Sara M., Braese, Stefan
Format Journal Article
LanguageEnglish
Published LONDON Sage 01.09.2010
Sage Publications Ltd
Subjects
Aerated
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
2,4-DISUBSTITUTED THIOSEMICARBAZIDES
indenotriazines
NITRILES
COPPER(II)
COMPLEXES
4-substituted thiosemicarbazides
spiro(indenepyrazoles)
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Summary:In a multistep reaction, N-substituted-5'-amino-4'-cyano-1,3-dioxo-1,3-dihydro-spiro[indene-2,3'-pyrazole]-2'(1H) carbothioamides (63-71 %) and 4-substituted-3-thioxo-3H-indeno[1,2-e][ 1,2,4] triazin-9(4H)-ones (17-26 %) have been formed, from a series of 4-substituted thiosemicarbazides 1a-f with (1,3-dioxo-2,3-dihydro-1H-inden-2-ylidene) propanedinitrile 3 in aerated ethyl acetate. Rationales of these conversions involving the nucleophilic reactions and condensation are presented.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
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ISSN:1747-5198
2047-6507
DOI:10.3184/030823410X12810986062376