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  • 1
    ISSN: 1434-4475
    Keywords: Cyanoethylation ; Heterocyclic compounds
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Diazotiertes 5-Amino-3-methyl-4-phenylpyrazol (1) reagiert mit einer aktiven Methylenkomponente und β-Naphthol zu den Pyrazolo[1,5-c]-1,2,4-triazin-Derivaten2a-e und5. 1 ergibt mit Benzoylisothiocyanat und Phenylisothiocyanat die entsprechenden Pyrazol-5-yl-thioharnstoffe6a, b. 5a wurde mittels Säure oder Base in das Thioharnstoffderivat8 umgewandelt. Es wird über eine Synthese von 2-Methyl-3-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidin-5-on aus α-Phenylacetoacetonitril (3-Oxo-2-phenyl-butyronitril) und β-Cyanoethylhydrazin berichtet.
    Notes: Abstract Diazotised 5-amino-3-methyl-4-phenyloyrazole (1) reacted with active methylene reagents and with β-naphthol to yield the pyrazolo[1,5-c)-1,2,4-triazine derivatives2a-e and5. Compound1 reacted with benzoyl isothiocyanate and with phenyl isothiocyanate to yield the corresponding pyrazol-5-ylthiourea derivatives6a, b. 5a was converted into the thiourea derivative8 by the action of acids or alkalies. A synthesis of 2-methyl-3-phenyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidin-5-one from the reaction of α-phenylacetoactonitrile (3-oxo-2-phenyl-butyric nitrile) and β-cyanoethylhydrazine is reported.
    Type of Medium: Electronic Resource
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  • 2
    ISSN: 1434-4475
    Keywords: Enaminopyrans ; Michael addition ; Pyrans, cleavage of
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Die Reaktion von Ethylcyanacetat mit α-Cyanchalcon1 führt über eineMichael-Addition zum β-Enaminoester3.3 gibt mit Phenylmagnesiumbromid das β-Enaminoketon5. Acetylierung von3 gibt das Acetylderivat4.1 und3 reagieren mit Malodinitril zum β-Enaminonitril6.3 gibt mit Phenylhydrazin das Hydrazon7; 3-Phenyl-5-aminopyrazol reagiert mit3 zurSchiff-Base8.
    Notes: Abstract The reaction of ethyl cyanoacetate with α-cyanochalcone (1) leads to the formation of β-enaminoesters (3) viaMichael addition. Compound3 reacts with phenylmagnesium bromide to give the β-enaminoketone5. Acetylation of3 gives the acetyl product4. Each of compounds1 and3 reacts with malononitrile to give β-enaminonitrile6. Phenylhydrazine reacts with3 to give the hydrazone7. Similarly 3-phenyl-5-aminopyrazole reacts with3 to give theSchiff base8.
    Type of Medium: Electronic Resource
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