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：
Russian Journal of Organic Chemistry | 2013年 / 49卷
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
  • [31] Polyfunctional imidazoles: III. Synthesis of 1-aryl-2,4-dihalo-1H-imidazole-5-carboxylic acids and their derivatives
    V. A. Chornous
    A. N. Grozav
    M. V. Vovk
    Russian Journal of Organic Chemistry, 2011, 47 : 1194 - 1198
  • [32] AN ALTERNATIVE SYNTHETIC APPROACH TOWARDS 2, 4, 5- TRISUBSTITUTED 1H-IMIDAZOLES
    Babu, K.
    Surendhar, V.
    HETEROCYCLIC LETTERS, 2014, 4 (02): : 235 - 238
  • [33] REACTION OF 5-(2-FURYL)-1-METHYL-1H- AND 1-METHYL-5-(2-THIENYL)-1H-IMIDAZOLES WITH ELECTROPHILIC REAGENTS
    Vlasova, E. V.
    Aleksandrov, A. A.
    Elchaninov, M. M.
    Milov, A. A.
    Lukyanov, B. S.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2011, 47 (06) : 684 - 689
  • [34] A FACILE SYNTHESIS OF 5-AMINO-1-ARYL-4-CYANOIMIDAZOLES AND 5-AMINO-1-ARYL-4-(CYANOFORMIMIDOYL)-1H-IMIDAZOLES FROM N-ARYL-N'-(1,2-DICYANOVINYL)FORMAMIDINES
    ALVES, MJ
    BOOTH, BL
    ALDUAIJ, OK
    EASTWOOD, P
    NEZHAT, L
    FERNANDA, M
    PROENCA, IRP
    RAMOS, AS
    JOURNAL OF CHEMICAL RESEARCH-S, 1993, (10): : 402 - 403
  • [35] SYNTHESIS AND OPTICAL STUDIES OF 2,4,5-TRI[2-(ARYL)-ETHENYL]-1H-IMIDAZOLES
    Babar, Rabia
    Munawar, Munawar Ali
    HETEROCYCLES, 2019, 98 (03) : 429 - 436
  • [36] SYNTHESIS OF 4(5)-ACYL-1H-IMIDAZOLES, 1-SUBSTITUTED 5-ACYL-1H-IMIDAZOLES AND 1-SUBSTITUTED 4-ACYL-1H-IMIDAZOLES FROM 4-AMINOISOXAZOLES
    REITER, LA
    JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (13): : 2714 - 2726
  • [37] Studies on isocyanides and related compounds. Synthesis of 1-aryl-2-(tosylamino)-1H-imidazoles, a novel class of imidazole derivatives
    Bossio, R
    Marcaccini, S
    Pepino, R
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (06): : 2202 - 2203
  • [38] Polyfunctional Imidazoles: I. Synthesis of 1-Substituted 4-Chloro-1H-imidazole-5-carbaldehydes by Vilsmeier-Haack Reaction
    Chornous, V. A.
    Bratenko, M. K.
    Vovk, M. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (08) : 1210 - 1213
  • [39] Polyfunctional imidazoles: I. Synthesis of 1-substituted 4-chloro-1H-imidazole-5-carbaldehydes by Vilsmeier-Haack reaction
    V. A. Chornous
    M. K. Bratenko
    M. V. Vovk
    Russian Journal of Organic Chemistry, 2009, 45 : 1210 - 1213
  • [40] Ring transformation of 5-amino (or acylamino)-6-hydroxy (or benzoyloxy)methylpyrimidin-4(3H)-ones into 1H-imidazoles
    Ueda, T
    Asai, S
    Oiji, K
    Nagai, S
    Nagatsu, A
    Sakakibara, J
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1997, 34 (03) : 761 - 764
12345