Polyfunctional imidazoles: VII. 1-aryl-4-chloro-5-[hydroxy(halo)methyl]-1H-imidazoles and their derivatives

被引:0
|
作者
V. A. Chornous
A. N. Grozav
D. V. Klyukovskii
A. V. Bezdudnyi
M. V. Vovk
机构
[1] Bukovina State Medical University,Institute of Organic Chemistry
[2] National Academy of Sciences of Ukraine,undefined
来源
关键词
Imidazole; Chloromethyl; Sulfanyl; Sodium Hydrogen Carbonate; Ylmethyl;
D O I
暂无
中图分类号
学科分类号
摘要
The reduction of 1-aryl-4-chloro-1H-imidazole-5-carbaldehydes with sodium tetrahydridoborate gave 1-aryl-4-chloro-1H-imidazol-5-ylmethanols which were converted into 5-chloromethyl and 5-fluoromethyl derivatives. 1-Aryl-4-chloro-5-chloromethyl-1H-imidazoles reacted with sodium azide, secondary amines, thiols, and triphenylphosphine to produce the corresponding products of chlorine replacement in the 5-chloromethyl group.
引用
收藏
页码:568 / 574
页数:6
相关论文
共 50 条
  • [21] Synthesis and histamine H3 receptor activity of 4-(n-alkyl)-1H-imidazoles and 4-(ω-phenylalkyl)-1H-imidazoles
    De Esch, IJP
    Gaffar, A
    Menge, WMPB
    Timmerman, H
    BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (12) : 3003 - 3009
  • [22] 1-[(ARYL)(4-ARYL-1H-PYRROL-3-YL)METHYL]-1H-IMIDAZOLES ARE NOVEL ANTI-TRYPANOSOMA CRUZI AGENTS
    Di Santo, Roberto
    Iacovo, Alberto
    Miele, Gaetano
    Crucitti, Giuliana Cuzzucoli
    Rosi, Federica
    Pepe, Valentina
    Verlinde, Christophe
    Gelb, Michael
    Costi, Roberta
    DRUGS OF THE FUTURE, 2009, 34 : 129 - 129
  • [23] Polyfunctional Imidazoles: XIV.1 4-Sulfonyl-5-formyl-1&ITH&IT-imidazoles
    Grozav, A. N.
    Chornous, V. A.
    Dorokhov, V. I.
    Vovk, M. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 53 (10) : 1548 - 1555
  • [24] A NEW SYNTHESIS OF UNSUBSTITUTED, 4(5), AND 4,5-SUBSTITUTED 1H-IMIDAZOLES
    KHALAJ, A
    GHAFARI, M
    TETRAHEDRON LETTERS, 1986, 27 (41) : 5019 - 5020
  • [25] ANTI-MYCOTIC IMIDAZOLES .5. SYNTHESIS AND ANTI-MYCOTIC PROPERTIES OF 1-[[2-ARYL-4-(ARYLALKYL)-1,3-DIOXOLAN-2-YL]METHYL]-1H-IMIDAZOLES
    HEERES, J
    VANCUTSEM, J
    JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (11) : 1360 - 1364
  • [26] Polyfunctional imidazoles: XII.1 Synthesis of 1-[(4-chloro-1H-imidazol-5-yl)methyl]-substituted 1,2,3-triazoles and dihydropyrrolo[3,4-d]triazoles from 5-(azidomethyl)-4-chloro-1H-imidazoles
    Grozav, A. N.
    Chornous, V. A.
    Vovk, M. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (06) : 873 - 878
  • [27] Polyfunctional imidazoles: XII.1 Synthesis of 1-[(4-chloro-1H-imidazol-5-yl)methyl]-substituted 1,2,3-triazoles and dihydropyrrolo[3,4-d]triazoles from 5-(azidomethyl)-4-chloro-1H-imidazoles
    A. N. Grozav
    V. A. Chornous
    M. V. Vovk
    Russian Journal of Organic Chemistry, 2016, 52 : 873 - 878
  • [28] SYNTHESIS OF 2-AMINO-1-ARYL-4-(D-ARABINO-TETRITOL-1-YL)1H-IMIDAZOLES
    BARRAGAN, MA
    FERNANDEZBOLANOS, J
    ANALES DE QUIMICA, 1990, 86 (05): : 576 - 581
  • [29] A NEW CONVENIENT ROUTE FOR THE SYNTHESIS OF 4(5)-(OMEGA-AMINOALKYL)-1H-IMIDAZOLES
    VOLLINGA, RC
    MENGE, WMPB
    TIMMERMAN, H
    RECUEIL DES TRAVAUX CHIMIQUES DES PAYS-BAS-JOURNAL OF THE ROYAL NETHERLANDS CHEMICAL SOCIETY, 1993, 112 (02): : 123 - 125
  • [30] Polyfunctional imidazoles: III. Synthesis of 1-aryl-2,4-dihalo-1H-imidazole-5-carboxylic acids and their derivatives
    Chornous, V. A.
    Grozav, A. N.
    Vovk, M. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 47 (08) : 1194 - 1198