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
来源：
SYNTHETIC COMMUNICATIONS | 1995年 / 25卷 / 06期
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
  • [1] 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-benzimidazol e
    Gardiner, J. M.
    Loyns, C. R.
    Synthetic Communications, 25 (06):
  • [2] 1-METHYL-2-PHENYL-4-AMINOPIPERIDIN
    HOHENLOHEOEHRIN.K
    MONATSHEFTE FUR CHEMIE, 1963, 94 (06): : 1222 - &
  • [3] 4-methyl-2-phenyl-1-tosylpiperazine
    Meng, Yue
    Hu, Weixiao
    Wu, Ke
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O2630 - U1237
  • [4] SYNTHESIS OF (+/-)-2-METHYL-6-(4'-METHYL-PHENYL)-1-HEPTEN-3-ONE AND (+/-)-2-METHYL-6-(4'-METHYLPHENYL)-3-HEPTANONE
    VIG, OP
    DUA, DM
    GAUBA, R
    PURI, SK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1983, 22 (04): : 406 - 407
  • [5] 4-methyl-2-nitroaniline
    Ellena, J
    Punte, G
    Rivero, BE
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1996, 52 : 2074 - 2076
  • [6] SYNTHESIS OF 1-METHYL-3-PHENYL-4-VINYL-2-IMIDAZOLIDINETHIONE
    RIED, W
    PARK, SW
    KNORR, H
    JUSTUS LIEBIGS ANNALEN DER CHEMIE, 1976, (05): : 857 - 859
  • [7] Methyl 4-benzyloxy-7-methoxy-1methyl-1H-indole- 2-carboxylate
    Wang, Peng
    Xing, Hualu
    Liu, Yang
    Xie, Wencheng
    Zhao, Guisen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02480 - +
  • [8] PREPARATION AND PROPERTIES OF 1-PHENYL-4-METHYL-2-PENTEN-1-ONE
    KULKA, K
    EISERLE, RJ
    ROGERS, JA
    RICHTER, FW
    JOURNAL OF ORGANIC CHEMISTRY, 1960, 25 (02): : 270 - 272
  • [9] REACTION OF ALKALI HYPOHALOGENITES WITH STEREOISOMERIC 2-METHYL-4-ETHINYLDECAHYDROQUINOLOLES-4 AND 1-ALKYL-2-METHYL-4-ETHINYLDECAHYDROQUINOLOLES-4
    AKHREM, AA
    UKHOVA, LI
    BLUDOVA, GV
    TSVETKOVA, TM
    TRUS, GI
    GARBUZ, NI
    SOLOVEI, LP
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1976, (01): : 98 - 103
  • [10] 1-Methyl-3-(4-methylphenylsulfonyl)-2-(4-methyl- phenylsulfonylimino)benzimidazole
    Beloso, I
    Castro, JS
    Pérez-Lourido, P
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 : O1067 - O1069
12345