Synthesis, structural and conformational study of some amides derived from N-methylpiperazine

被引：17
作者：
Iriepa, I. [1 ]
Madrid, A. I.
Galvez, E.
Bellanato, J.
机构：
[1] Univ Alcala de Henares, Dept Quim Organ, Madrid, Spain
[2] CSIC, Inst Estructura Mat, E-28006 Madrid, Spain
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2006年 / 787卷 / 1-3期
关键词：
N-methylpiperazine; amides; infrared spectroscopy; NMR spectroscopy; conformational analysis;
D O I：
10.1016/j.molstruc.2005.10.025
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Some amides (1-6) derived from N-methylpiperazine were synthesized and studied by IR, H-1 and C-13 NMR spectroscopy. In CDCl3 solution, at room temperature, a fast interconversion of the piperazine ring with the N-CH3 group in equatorial position can be proposed. alpha,beta-unsaturated compounds 4 and 5 adopt in liquid state and in solution (CCl4, CCl2=CCl2, CDCl3) both s-cis and s-trans conformations. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码：8 / 13
页数：6
相关论文
共 14 条
  • [1] BELL PB, 1980, BIOMEDICAL RES APPLI, V2, P1
  • [2] Chlamydia pneumoniae and atherosclerosis
    Belland, RJ
    Ouellette, SP
    Gieffers, J
    Byrne, GI
    [J]. CELLULAR MICROBIOLOGY, 2004, 6 (02) : 117 - 127
  • [3] STRUCTURAL AND CONFORMATIONAL STUDY OF DIAZABICYCLANONES AND DIAZABICYCLANOLS
    GALVEZ, E
    ARIAS, MS
    BELLANATO, J
    GARCIARAMOS, JV
    FLORENCIO, F
    SMITHVERDIER, P
    GARCIABLANCO, S
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 1985, 127 (3-4) : 185 - 201
  • [4] Synthesis, structural evaluation, and estrogen receptor interaction of 2,3-diarylpiperazines
    Gust, R
    Keilitz, R
    Schmidt, K
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (11) : 2325 - 2337
  • [5] IIEPA I, 1999, J MOL STRUCT, V509, P105
  • [6] Synthesis, structural and conformational study of selected N-substituted phthalimides
    Iriepa, I
    Villasante, FJ
    Gálvez, E
    Herrera, A
    Sánchez, A
    Cano, FH
    [J]. CENTRAL EUROPEAN JOURNAL OF CHEMISTRY, 2005, 3 (04): : 683 - 704
  • [7] Synthesis, spectroscopic and crystallographic study of some carbamates from an azabicyclic chloroformate and primary heterocyclic amines
    Iriepa, I
    Villasante, FJ
    Gálvez, E
    Bellanato, J
    Martín, A
    Gómez-Sal, P
    [J]. NEW JOURNAL OF CHEMISTRY, 2004, 28 (05) : 618 - 624
  • [8] Synthesis and pharmacology of isoquinuclidine derivatives as 5-HT3 ligands
    Iriepa, I
    Villasante, FJ
    Gálvez, E
    Labeaga, L
    Innerarity, A
    Orjales, A
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (02) : 189 - 192
  • [9] KETANSERIN ANALOGS - THE EFFECT OF STRUCTURAL MODIFICATION ON 5-HT2 SEROTONIN RECEPTOR-BINDING
    ISMAIEL, AM
    ARRUDA, K
    TEITLER, M
    GLENNON, RA
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1995, 38 (07) : 1196 - 1202
  • [10] IR AND NMR STUDIES ON CONFORMATION OF ALPHA,BETA-UNSATURATED N,N-DIMETHYLAMIDES - CARBONYL STRETCH VIBRATION IN RELATION TO CONFORMATION
    KRUK, C
    SPAARGAREN, K
    [J]. SPECTROCHIMICA ACTA PART A-MOLECULAR SPECTROSCOPY, 1971, A 27 (01): : 77 - +
12