Chem. J. Chinese Universities ›› 2005, Vol. 26 ›› Issue (2): 250.

• Articles • Previous Articles     Next Articles

Synthesis of 3-Amino-6/8-Substituted-1H-pyrazolo[4,3-c]quinolines

QIAO Ren-Zhong1,2, ZHANG Zi-Yi3, ZHAO Yu-Fen1   

  1. 1. The Key Laboratory of Bio-organic Phosphorus Chemistry, Ministry of Education, Department of Chemistry, Tsinghua University, Beijing 100084, China;
    2. College of Life Science and Biotechnology, Beijing University of Chemical Technology, Beijing 100029, China;
    3. College of Chemistry and Chemical Engineering, National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China
  • Received:2004-02-02 Online:2005-02-10 Published:2005-02-10

Abstract: A simple synthesis of 3-amino-6/8-substituted-1H-pyrazolo[4,3-c]quinolines via closed ring reaction of 4-amino-3-aryl-5-mercapto-s-1,2,4-triazoles with 1,4-dihydro-4-oxo-quinoline-3-carboxylic acids in the presence of phosphoryl chloride, followed by the ring-opening reaction in the presence of hydrazine hydrate was described. This novel and straightforward method for the construction the 3-amino-1H-pyrazolo[4,3-c]quinolines can be carried out under mild conditions by using readily accessible or commercially available inexpensive materials. The new compounds were dertemined by elementary analyses, IR, 1H NMR and MS spectra. Their spectral properities were also discussed. This mothod may represent a potentially useful route to otherwise laboriously accessible condensed pyrazoles ring systems. With the advantage of economy, a single pot procedure, excellent yields and mild conditions. This condensed pyrazoles can be synthesized on a large scale conveniently and economically.

Key words: 1,2,4-Triazolo[3,4-b]-1,3,4-thiadiazole, 3-Amino-6/8-substituted-1H-pyrazolo[4,3-c]quinoline, Synthesis, Property

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