5-furan-2yl[1,3,4]oxadiazole-2-thiol, 5-furan-2yl-4H [1,2,4] triazole-3-thiol and their thiol-thione tautomerism

被引：80
作者：
Koparir, M [1 ]
Çetin, A [1 ]
Cansiz, A [1 ]
机构：
[1] Firat Univ, Fac Sci, Dept Chem, TR-23119 Elazig, Turkey
来源：
MOLECULES | 2005年 / 10卷 / 02期
关键词：
1,3,4-oxadiazoles; 1,2,4-triazoles; Mannich bases; thiol-thione tautomerism;
D O I：
10.3390/10020475
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
5-Furan-2-yl[1,3,4]oxadiazole-2-thiol (Ia) and 5-furan-2-yl-4H-[1,2,4]triazole-3-thiol (Ib) were synthesized from furan-2-carboxylic acid hydrazide. Mannich bases and methyl derivatives were then prepared. The structures of the synthesized compounds were confirmed by elemental analyses, IR and H-1-NMR spectra. Their thiol-thione tautomeric equilibrium is described.
引用
收藏
页码：475 / 480
页数：6
相关论文
共 19 条
  • [1] Aydogan F, 2002, TURK J CHEM, V26, P159
  • [2] BAHADUR S, 1980, J INDIAN CHEM SOC, V57, P447
  • [3] 1,3,4-OXADIAZOLE, 1,3,4-THIADIAZOLE, AND 1,2,4-TRIAZOLE ANALOGS OF THE FENAMATES - IN-VITRO INHIBITION OF CYCLOOXYGENASE AND 5-LIPOXYGENASE ACTIVITIES
    BOSCHELLI, DH
    CONNOR, DT
    BORNEMEIER, DA
    DYER, RD
    KENNEDY, JA
    KUIPERS, PJ
    OKONKWO, GC
    SCHRIER, DJ
    WRIGHT, CD
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (13) : 1802 - 1810
  • [4] Synthesis of some new 4,5-substituted-4H-1,2,4-triazole-3-thiol derivatives
    Cansiz, A
    Koparir, M
    Demirdag, A
    [J]. MOLECULES, 2004, 9 (04) : 204 - 212
  • [5] Cansiz A, 2001, J CHEM SOC PAKISTAN, V23, P237
  • [6] SYNTHESIS AND A UV AND IR SPECTRAL STUDY OF SOME 2-ARYL-DELTA(2)-1,3,4-OXADIAZOLINE-5-THIONES
    CHARISTOS, DA
    VAGENAS, GV
    TZAVELLAS, LC
    TSOLERIDIS, CA
    RODIOS, NA
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (06) : 1593 - 1598
  • [7] GIRI S, 1978, J INDIAN CHEM SOC, V55, P168
  • [8] SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF 1-(2,4-DICHLOROBENZOYL)-4-SUBSTITUTED THIOSEMICARBAZIDES, 1,2,4-TRIAZOLES AND THEIR METHYL-DERIVATIVES
    GOSWAMI, BN
    KATAKY, JCS
    BARUAH, JN
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (04) : 1225 - 1229
  • [9] POLYCYCLIC N-HETERO COMPOUNDS .36. SYNTHESES AND ANTIDEPRESSIVE EVALUATION OF 11,13,15,17-TETRAAZASTEROIDS AND THEIR 17-OXIDES
    HIROTA, T
    SASAKI, K
    YAMAMOTO, H
    NAKAYAMA, T
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (02) : 257 - 261
  • [10] 3-Benzyl-4-(4-chlorophenyl)-1H-1,2,4-triazole-5(4H)-thione
    Öztürk, S
    Akkurt, M
    Cansiz, A
    Koparir, M
    Sekerci, M
    Heinemann, FW
    [J]. ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2004, 60 : O642 - O644
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