ChemInform Abstract: Reactions with Diethyl Acetonedicarboxylate: Novel Synthesis of Pyrazolo(3,4‐d)pyridazine Derivatives.

Sharaf, M.; El-Aal, F.A. Abd; Elgemeie, Galal H.; El-Damaty, A. A.

doi:10.1002/chin.199217195

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2011

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“…Hydrazone 3 undergoes a smooth reaction with hydrazine hydrate to yield 4-(4-hydroxyphenyl-hydrazonopyrazolone 6 . The structure and the chemistry of such compounds have received considerable attention [ 20 , 21 , 22 ]. We have observed that 6 readily condenses with acetylacetone to yield the pyrazolo[1,5-a]pyrimidine 7 , which has the potential of existing in tautomeric form 8 .…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Some Novel Pyrazolo[1,5-a]pyrimidine Derivatives and Their Application as Disperse Dyes

et al. 2011

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A series of novel monoazo-disperse dyes containing pyrazolo[1,5-a]pyrimidine structures were synthesized starting with the coupling reaction between ethyl cyanoacetate and 4-hydroxybenzenediazonium chloride, followed by treatment of the resulting hydrazone product with hydrazine hydrate. The pyrazolohydrazone 6 is then treated with either 2,4-pentandione and enaminonitrile or aryl-substituted enaminoketones to give the target pyrazolo[1,5-a]pyrimidine dyes 7 and 15a-d. Structural assignments to the dyes were made using NMR spectroscopic methods. A new high temperature method, using microwave heating, was employed to apply these dyes to polyester fibers. Most of the dyed fabrics tested displayed moderate light fastness and excellent washing fastness properties.

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Section: Resultsmentioning

confidence: 99%