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  • 2020-2022
  • 1980-1984  (2)
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  • 1984  (2)
  • Heterocycles
  • 1
    ISSN: 1434-4475
    Keywords: Cinnamonitriles ; Cyanoethylations ; Heterocycles
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung 3-Antipyrinyl-5-aminopyrazol (1) reagierte mit Acrylnitril zu 5-Amino-1-β-cyanoethyl-3-antipyrinylpyrazol (2).2 konnte ebenfalls aus der Reaktion von β-Cyanethylhydrazin (3) und Verbindung4 erhalten werden.2 wurde mittels Essigsäure-Salzsäure glatt zu 2-Antipyrinyl-4,5,6,7-tetrahydropyrazolo[1,5-a]-pyrimidin-5-on (5) cyclisiert.5 konnte auch aus der Reaktion von1 mit Methylacrylat erhalten werden. Die Reaktion von1 mit Zimtsäurenitrilderivaten7 a–e ergab die Pyrazolo[1,5-a]pyrimidin-Derivate9,11 und12.
    Notes: Abstract 3-Antipyrinyl-5-aminopyrazole (1) reacted with acrylonitrile to afford 5-amino-1-β-cyanoethyl-3-antipyrinylpyrazole (2). Compound2 could also be obtained from the reaction of β-cyanoethylhydrazine (3) and compound4.2 was readily cyclized into 2-antipyrinyl-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-5-one (5) by acetic-hydrochloric acid.5 could be also obtained from the reaction of1 and methyl acrylate. The reaction of1 and cinnamonitrile derivatives7 a–e resulted in the formation of pyrazolo[1,5-a]pyrimidine derivatives9,11 and12.
    Type of Medium: Electronic Resource
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  • 2
    Electronic Resource
    Electronic Resource
    Springer
    Monatshefte für Chemie 115 (1984), S. 757-763 
    ISSN: 1434-4475
    Keywords: Heterocycles ; Synthesis
    Source: Springer Online Journal Archives 1860-2000
    Topics: Chemistry and Pharmacology
    Description / Table of Contents: Zusammenfassung Die 5-Alkyl-5,6-dihydrobenzimidazo[2,1 -h]pteridin-2,4(1H,3H)-dione4 a-d wurden mittels Kondensation von 2-(Alkylaminomethyl)benzimidazolidhydrochloriden1 a–d mit 5-Brombarbitursäure (2) dargestellt. In ähnlicher Weise wurden die 5-Alkyl-5,6-dihydro-4a-nitrobenzimidazo[2,1 -h]pteridin-2,4(3H,4aH)-dione10 a–d über die Kondensation von1 a–d mit 5-Brom-5-nitrobarbitursäure (8) und nachfolgender Cyclisierung der intermediären 5-[(Benzimidazol-2-ylmethyl)alkylamino]-5-nitrobarbitursäuren9 a–d mit 5% NaOH dargestellt. Die thermische Cyclisierung der Produkte9 a–d wurde ebenfalls untersucht. Die Verbindungen wurden mittels Elementaranalyse, IR und PMR charakterisiert.
    Notes: Abstract 5-Alkyl-5,6-dihydrobenzimidazo[2,1 -h]pteridine-2,4(1H,3H)-diones (4 a–d) have been synthesised by the condensation of 2-(alkyl-aminomethyl)benzimidazole dihydrochloride (1 a–d) with 5-bromobarbituric acid (2). Similarly, 5-alkyl-5,6-dihydro-4 a-nitrobenzimidazo[2,1 -h] pteridine-2,4(3H,4aH)-diones (10 a–d) have also been synthesised by the condensation of1 a–d with 5-bromo-5-nitrobarbituric acid (8) followed by cyclisation of the intermediate 5-[(benzimidazol-2-ylmethyl)alkylamino]-5-nitrobarbituric acid (9 a–d) with 5% NaOH. Thermal cyclisation of the intermediates9 a–d have also been studied. Methylation of the compound10 a has been carried out with CH3I and K2CO3 usingD M F as solvent to confirm cyclisation. The structures are supported by elemental analyses, IR and PMR spectra.
    Type of Medium: Electronic Resource
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