SYNTHESIS AND CRYSTAL-STRUCTURE OF PIPERIDINIUM 2-ARYL[1,2,4]TRIAZOLO[1,5-A]PYRIDINIDES AND THEIR NEUTRALIZATION TO 2-ARYL[1,2,4]TRIAZOLO[1,5-A]PYRIDINES

被引：20
|
作者：
HADI, A [1 ]
MARTIN, N [1 ]
SEOANE, C [1 ]
SOTO, JL [1 ]
ALBERT, A [1 ]
CANO, F [1 ]
机构：
[1] CSIC,INST ROCASOLANO,UEI CRISTALOG,E-28006 MADRID,SPAIN
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 1992年 / 29卷 / 05期
关键词：
D O I：
10.1002/jhet.5570290531
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A one step synthesis of novel piperidinium 2-aryl[1,2,4]triazolo[1,5-a]pyridinides 6 from 2'-benzoyl-2-cyanoacetohydrazide (2) and alpha-substituted cinnamonitriles 3 is described. The reaction takes place by 6-exo-dig cyclization followed by an 5-exo-trig process to afford salts 6. The X-ray diffraction of compound 6a reveal that the cation is strongly linked to the anion by hydrogen bonds and a characteristic partial stacking motive. 2-Aryl[1,2,4]triazolo[1,5-a]pyridines were obtained from salts 6 by treatment with hydrochloric acid.
引用
收藏
页码：1229 / 1235
页数：7
相关论文
共 50 条
  • [1] SYNTHESIS OF 2-ARYL[1,2,4]TRIAZOLO[1,5-A]PYRAZINES
    SAMBAIAH, T
    REDDY, KK
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 57 - MEDI
  • [2] SYNTHESIS OF 2-ARYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINES
    KAMALA, K
    RAO, PJ
    REDDY, KK
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (10) : 3791 - 3793
  • [3] 2-aryl(hetaryl)-4H-[1,2,4]triazolo[1,5-a]benzimidazoles
    Morkovnik, A. S.
    Kuz'menko, T. A.
    Divaeva, L. N.
    Borodkin, G. S.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 49 (06) : 895 - 903
  • [4] 2-aryl(hetaryl)-4H-[1,2,4]triazolo[1,5-a]benzimidazoles
    A. S. Morkovnik
    T. A. Kuz’menko
    L. N. Divaeva
    G. S. Borodkin
    [J]. Russian Journal of Organic Chemistry, 2013, 49 : 895 - 903
  • [5] A convenient synthesis of 2-aryl substituted benzo[f][1,2,4]triazolo[1,5-a]azepine derivatives
    Qing Qing Meng
    [J]. Chinese Chemical Letters, 2007, (07) : 785 - 787
  • [6] A convenient synthesis of 2-aryl substituted benzo[f][1,2,4]triazolo[1,5-a]azepine derivatives
    Meng, Qing Qing
    Bai, He Xiang
    Li, Feng
    Wang, Quan Rui
    Tao, Feng Gang
    [J]. CHINESE CHEMICAL LETTERS, 2007, 18 (07) : 785 - 787
  • [7] SYNTHESIS OF 2-ARYL-[1,2,4]TRIAZOLO[1,5-A]PYRAZINES
    SAMBAIAH, T
    REDDY, KK
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (07): : 444 - 445
  • [8] A new synthesis for 1,2,4-triazolo[1,5-a]-pyridines and 1,2,4-triazolo[1,5-a]isoquinolines
    Hussein, AM
    Sherif, SM
    Atalla, AA
    [J]. MONATSHEFTE FUR CHEMIE, 1996, 127 (11): : 1153 - 1160
  • [9] A FACILE SYNTHESIS OF 2-ARYL-[1,2,4]TRIAZOLO[1,5-A]BENZIMIDAZOLES
    REDDY, BS
    SAMBAIAH, T
    REDDY, KK
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (03): : 191 - 192
  • [10] New synthesis for 1,2,4-triazolo[1,5-a]pyridines and new 1,2,4-triazolo[1,5-a]isoquinolines
    Hussein, AM
    Sherif, SM
    Atalla, AA
    [J]. POLISH JOURNAL OF CHEMISTRY, 1996, 70 (07) : 872 - 879
12345