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Heterocyclic Letters 2013
CONDENSATION REACTIONS OF 3-PHENACYLIDENE-2-INDOLINONE WITH 1,3- DINUCLEOPHILES SUCH AS GUANIDIN HYDROCHLORIDE AND HYDRAZINE HYDRATE TO PREPARE SPIRO COMPOUNDS Kondensationsreaktionen von 3-PHENACYLIDENE-2-Indolinon mit 1,3 - Dinukleophilen WIE Guanidin-Hydrochlorid und HYDRAZINE HYDRATE Spiroverbindungen PREPAREKeywords: Guanidine hydrochloride , hydrazine hydrate , 3-phenacylidene-2-indolinone , spiro pyrimidine and spiro pyrazoline. Abstract: The condensation reaction of guanidine hydrochloride and hydrazine hydrate with 3- phenacylidene-2-indolinone, is extended to the formation of spiro[indole-3,4'-pyrimidin]-2(1H)- one and spiro[indol-3,3′-pyrazol]-2(1H)-one. These reactions occur in ethanol at reflux, in presence of sodium acetate. This method provides a new route to produce spiro pyrimidine and spiro pyrazoline in good yields.
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