Syntheses and spectral properties of unsymmetrically 3,5-disubstituted 2,6-dimethyl-1,4-dihydropyridines

被引：12
|
作者：
Ilavsky, D
Milata, V
机构：
[1] Department of Organic Chemistry, Slovak Technical University
来源：
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 1996年 / 61卷 / 08期
关键词：
1,4-dihydropyridines, alkylation; Hantzsch synthesis;
D O I：
10.1135/cccc19961233
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Unsymmetrically 3,5-disubstituted 4-(5-X-2-furyl)-2,6-dimethyl-1,4-dihydropyridines (where X = H, Br, NO2) have been synthesized and characterized by spectral methods (IR, UV, H-1 NMR and MS). The modified Hantzsch method made it possible to prepare the title compounds as well as their N-alkylated derivatives. The paper also describes the N-alkylation of sodium salts of substituted 1,4-dihydropyridines using the phase-transfer catalysis.
引用
收藏
页码：1233 / 1243
页数：11
相关论文
共 50 条
  • [21] DIHYDROPYRIDINES .40. SUBSTITUENT EFFECT IN ELECTRONIC AND H-1-NMR SPECTRA OF 1-ALKYLATED AND 4-ALKYLATED 3,5-DICYANO-2,6-DIMETHYL-1,4-DIHYDROPYRIDINES
    MUSIL, L
    PALECEK, J
    KUTHAN, J
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1978, 43 (04) : 946 - 959
  • [22] Facile synthesis of Hantzsch 1,4-dihydropyridines with unsymmetrical 2,6-and 3,5-substituents
    Wang, Zhen
    Liu, Qingjian
    Zhang, Wenwen
    Chen, Qing
    JOURNAL OF CHEMICAL RESEARCH, 2013, (12) : 748 - 750
  • [23] UV-SPECTROSCOPIC AND IR-SPECTROSCOPIC STUDIES OF 4-ARYL-3,5-DIETHOXY-CARBONYL-2,6-DIMETHYL-1,4-DIHYDROPYRIDINES (HANTZSCH ESTERS)
    DOMMISSE, RA
    LEPOIVRE, JA
    ALDERWEIRELDT, FC
    BULLETIN DES SOCIETES CHIMIQUES BELGES, 1975, 84 (8-9): : 855 - 859
  • [24] Dimethyl 4-(3-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
    Rajesh, K.
    Vijayakumar, V.
    Narasimhamurthy, T.
    Suresh, J.
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O985 - U3586
  • [25] ANTIOXIDATION ACTIVITY OF 3,5-DICARBONYL DERIVATIVES OF 2,6-DIMETHYL-1,4-DIHYDROPYRIDINE
    TIRZITIS, G
    KIRULE, I
    DUBURS, G
    FETT WISSENSCHAFT TECHNOLOGIE-FAT SCIENCE TECHNOLOGY, 1988, 90 (10): : 411 - 413
  • [26] PHOTOCHEMICAL BEHAVIOR OF 2,6-DIMETHYL-3,5-DICARBOXYALKYL-4-(2'-NITROPHENYL)-1,4-DIHYDROPYRIDINES AND APPLICATION TO A POSITIVE RESIST
    YAMAOKA, T
    WATANABE, H
    KOSEKI, K
    ASANO, T
    JOURNAL OF IMAGING SCIENCE, 1990, 34 (02): : 50 - 54
  • [27] SYNTHESIS OF MONOSUBSTITUTED 2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBONAMIDES
    DUBUR, GY
    OGLE, ZY
    ULDRIKIS, YR
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1974, (12): : 1642 - 1644
  • [28] Synthesis and bronchodilatory activity of new 4-aryl-3,5-bis(2-chlorophenyl)carbamoyl-2,6-dimethyl-1,4-dihydropyridines & their 1-substituted analogues
    Suresh, T.
    Swamy, S. K.
    Reddy, V. M.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2007, 46 (01): : 115 - 121
  • [29] 2,6-diaryl-4,4-disubstituted 1,4-dihydropyridines: Source for spiro heterocycles
    Padmavathi, V
    Balaiah, A
    Reddy, TVR
    Reddy, BJM
    Reddy, DB
    HETEROATOM CHEMISTRY, 2003, 14 (06) : 513 - 517
  • [30] SYNTHESIS OF DIMETHYL AND DIETHYL 2-ARYL-4,6-DIMETHYL-1,2-DIHYDROPYRIDINE-3,5-DICARBOXYLATES, ISOMERS OF HANTZSCH-TYPE 1,4-DIHYDROPYRIDINES
    OCALLAGHAN, CN
    JOURNAL OF CHEMICAL RESEARCH-S, 1986, (09): : 317 - 317
12345