EFFICIENT ONE-POT CONVERSION OF 6-METHYL-2-NITROANILINE INTO 1-ALKYLOXY-2-ALKYL-4-METHYL, 1-BENZYLOXY-2-PHENYL-4-METHYL, AND 1-ALLYLOXY-4-METHYL-2-VINYL-BENZIMIDAZOLE

被引:9
|
作者
GARDINER, JM
LOYNS, CR
机构
[1] Department of Chemistry, University of Manchester Institute of Science and Technology UMIST, Manchester M60 1QD
关键词
D O I
10.1080/00397919508013418
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
6-Methyl-2-nitroaniline reacts with alkyl, benzyl and allyl halides and NaH as base, to afford 1-alkoxy-2-alkyl-, 1-benzyloxy-2-aryl- and 1-allyloxy-2-vinyl-benzimidazoles in good to excellent yields (73-98%), via a novel one-pot N-alkylation-heterocyclization-O-alkylation sequence.
引用
收藏
页码:819 / 827
页数:9
相关论文
共 50 条
  • [31] 1-methyl-2-phenyldecahydroquinolin-4-one oxime
    Ganesh, VK
    Velmurugan, D
    Thiruvalluvar, A
    Parthasarathi, V
    Ramasubbu, N
    Natarajan, D
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 1996, 52 : 3177 - 3179
  • [32] 2-[4-(dimethylamino)phenyl]-1-{[4-(dimethylamino)phenyl]methyl}-1H-benzimidazole
    Yang, Shu-Ping
    Han, Li-Jun
    Wang, Da-Qi
    Ding, Tie-Zhu
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O365 - O367
  • [33] STRUCTURE OF DIMER OF 1-PHENYL-4-METHYL-2-PENTEN-1- 1
    ANET, R
    JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (01): : 246 - &
  • [34] Vitamin K activity of 2 methyl 1,4 naphthoquinone and 4 amino 2 methyl 1 naphthol in hypoprothrombinemia
    Sharp, EA
    Heide, ECV
    Good, WH
    JOURNAL OF LABORATORY AND CLINICAL MEDICINE, 1941, 26 : 818 - 822
  • [35] SYNTHESIS AND REACTIONS OF 1-METHYL-2-VINYL-4-HYDROXYCYCLOHEXENE
    STORK, G
    WAGLE, SS
    MUKHARJI, PC
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (13) : 3197 - 3204
  • [36] ACYLATION OF 1-ACETYL-2-PHENYL-4-METHYL-PYRAZOLIDINE
    GORIN, BI
    GOLUBEVA, GA
    SVIRIDOVA, LA
    BUNDEL, YG
    VESTNIK MOSKOVSKOGO UNIVERSITETA SERIYA 2 KHIMIYA, 1983, 24 (04): : 389 - 391
  • [37] Selective reductions of 1-methyl-4-phenyl-2-pyridone
    Mabic, S
    Castagnoli, N
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (01): : 309 - 313
  • [38] 4-(DICHLOROMETHYL)-4-METHYL-2,5-CYCLOHEXADIEN-1-ONE PHENYLHYDRAZONE - REACTION WITH BASES AND CONVERSION TO 5-METHYL-2-PHENYL-2H-INDAZOLE
    MILLER, TG
    HOLLANDER, RC
    JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (07): : 1334 - 1336
  • [39] 6′-Methyl-1′,2′,3′,4′-tetrahydrospirocyclohexane-2′-quinazolin-4′-one
    Ling, Zhang
    Shi, Daxin
    Fan Yanqiu
    Wei, Xia
    Li, Jiarong
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O1097 - U2713
  • [40] Methyl 6-Methyl-1-(4-methylphenyl)-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
    Chen, Qing
    Liu, Qingjian
    Wang, Haiping
    MOLBANK, 2012, (02)