Synthesis of new quinoline fused heterocycles such as benzo[h]-1,6-naphthyridines and pyrazolo[4,3-c]quinolines

被引:27
|
作者
Ghotekar, Bhausaheb Kedarnath [1 ]
Ghagare, Maruti G. [1 ]
Toche, Raghunath B. [1 ]
Jachak, Madhukar N. [1 ]
机构
[1] KTHM Coll, Dept Chem, Organ Chem Res Ctr, Nasik 422002, Maharashtra, India
来源
MONATSHEFTE FUR CHEMIE | 2010年 / 141卷 / 02期
关键词
Nucleophilic addition; 4-Aminoquinoline-3-carboxylates; Cyclocondensation; Sodium dithionite; Reduction; Spectroscopy; ANTIMICROBIAL ACTIVITY; POLYMER MATRICES; ANTIMALARIALS; DERIVATIVES; INHIBITORS; DESIGN; AGENTS; ESTER; ACIDS;
D O I
10.1007/s00706-009-0236-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Synthesis of novel benzo[h]-1,6-naphthyridines was successfully achieved by cyclocondensation of ethyl 4-aminoquinoline-3-carboxylates with malononitrile. The pyrazolo[4,3-c] quinolines were synthesized by nucleophilic substitution and subsequent addition reaction of ethyl 4-chloroquinoline-3-carboxylates with different hydrazines. All new compounds were characterized by spectral and analytical methods.
引用
收藏
页码:169 / 175
页数:7
相关论文
共 50 条
  • [31] A COMPARATIVE-STUDY ON THE SYNTHESIS OF PYRAZOLO[4,3-C]QUINOLINE OXIDES BY REDUCTIVE CYCLIZATIONS
    SICKER, D
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (01) : 275 - 276
  • [32] REACTIONS WITH HETEROCYCLIC DIAZONIUM SALTS - NOVEL SYNTHESIS OF PYRAZOLO[4,3-C]PYRIDAZINES AND OF PYRAZOLO[4,3-C]PYRAZOLES
    ELNAGDI, MH
    ELFAHHAM, HA
    ELMOGHAYAR, MRH
    SADEK, KU
    ELGEMEIE, GEH
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (04): : 989 - 991
  • [33] Synthesis of Fused pyrazolo[4,3-c]quinolines through KI-Promoted Cyclization of Pyrazole-arylamines and Benzyl Bromide
    Mu, Yangxiu
    Iqbal, Zafar
    Jiang, Rui
    Hou, Jing
    Yang, Zhixiang
    Li, Hongjun
    Tang, Dong
    CHEMISTRYSELECT, 2022, 7 (10):
  • [34] FUSED HETEROCYCLES .3. SYNTHESIS AND STEREOCHEMISTRY OF BENZOPYRANO-[4,3-C]PYRAZOLES AND BENZOTHIAPYRANO-[4,3-C]PYRAZOLES
    TOTH, G
    SZOLLOSY, A
    LORAND, T
    KONYA, T
    SZABO, D
    FOLDESI, A
    LEVAI, A
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (04): : 319 - 323
  • [35] NITRILE SULFIDES .7. SYNTHESIS OF [1]BENZOPYRANO[4,3-C]ISOTHIAZOLES AND ISOTHIAZOLO[4,3-C]QUINOLINES
    BROWNSORT, PA
    PATON, RM
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (11): : 2339 - 2344
  • [36] A NEW CONVENIENT SYNTHESIS OF PHENANTHRIDINE AND SOME BENZO-C-FUSED AND THIENO-C-FUSED QUINOLINES AND 1,8-NAPHTHYRIDINES
    GRONOWITZ, S
    HORNFELDT, AB
    YANG, YH
    CHEMICA SCRIPTA, 1986, 26 (02): : 311 - 314
  • [37] SOME SUBSTITUTED 1H,4H-PYRAZOLO[4,3-C]PYRAZOLES AND 1H,5H-PYRAZOLO[4,3-C]PYRAZOLES - SYNTHESES AND PROPERTIES
    LEE, JH
    MATSUMOT.A
    YOSHIDA, M
    SIMAMURA, O
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1974, 47 (04) : 1039 - 1040
  • [38] SYNTHESIS OF NEW 1,6-NAPHTHYRIDINES BY AMINOMETHINYLATION OF 1,4-DIHYDROPYRIDINES
    KLEINSCHROTH, J
    MANNHARDT, K
    HARTENSTEIN, J
    SATZINGER, G
    SYNTHESIS-STUTTGART, 1986, (10): : 859 - 860
  • [39] PYRAZOLO[4,3-C]QUINOLINES SYNTHESIS AND SPECIFIC-INHIBITION OF BENZODIAZEPINE RECEPTOR-BINDING .1.
    SAVINI, L
    MASSARELLI, P
    PELLERANO, C
    FIORINI, I
    BRUNI, G
    ROMEO, MR
    FARMACO, 1993, 48 (01): : 65 - 76
  • [40] Synthesis, regioselectivity, and DFT analysis of new antioxidant pyrazolo[4,3-c]quinoline-3,4-diones
    Isabelle Tomassoli
    Guillaume Herlem
    Fabien Picaud
    Mohamed Benchekroun
    Oscar M. Bautista-Aguilera
    Vincent Luzet
    María-Luisa Jimeno
    Tijani Gharbi
    Bernard Refouvelet
    Lhassane Ismaili
    Monatshefte für Chemie - Chemical Monthly, 2016, 147 : 1069 - 1079