Synthesis of 6-iodo/bromo-3-amino-2-methylquinazolin-4-(3H)-ones by direct halogenation and their Schiff base derivatives

被引：23
|
作者：
Sayyed, Mudassar A. [1 ]
Mokle, Shyam S. [1 ]
Vibhute, Yeshwant B. [1 ]
机构：
[1] Yeshwant Mahavidyalaya, PG Dept Chem, Nanded 431602, MS, India
来源：
ARKIVOC | 2006年
关键词：
6-iodo; bromo 3-amino-2-methylquinazolin-4 (3H) -ones; Schiff bases; antibacterial activity;
D O I：
10.3998/ark.5550190.0007.b22
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of 3-amino-2-methylquinazolin-4(3H)-one with iodine monochloride or bromine in acetic acid affords the corresponding 6-iodo / bromo 3-amino-2-methylquinazolin-4 (3H)-ones in high yields. The notable advantages of this protocol are, no need of catalyst, mild conditions, simple operation and short reaction times with high yields. New potentially active Schiff bases are prepared by condensing these 6-iodo / bromo 3-amino-2-methylquinazolin-4 (3H)-ones with different substituted aryl aldehydes. The bioactivity of the synthesized Schiff bases is studied.
引用
收藏
页码：221 / 226
页数：6
相关论文
共 50 条
  • [31] 3-AMINO-6-BROMO-1-METHYL-2,4(1H,3H)-QUINAZOLINEDIONE
    ARDEBILI, MHP
    WHITE, JG
    ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1978, 34 (SEP): : 2890 - 2891
  • [32] Synthesis of 2-substituted 6-fluoroalkylpyrimidin-4(3H)-ones and -pyrimidines
    Guan, HP
    Hu, QS
    Hu, CM
    SYNTHESIS-STUTTGART, 1996, (08): : 997 - &
  • [33] Parallel synthesis of 3-amino-4H-quinolizin-4-ones, fused 3-amino-4H-pyrimidin-4-ones, and fused 3-amino-2H-pyran-2-ones
    Cebasek, P
    Bevk, D
    Pirc, S
    Stanovnik, B
    Svete, J
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2006, 8 (01): : 95 - 102
  • [34] SYNTHESIS OF SOME NEW 2-(PHENOXYACETYLTHIO)-3-ARYL-6-BROMO OR 6,8-DIBROMOQUINAZOLINE-4(3H)-ONES A POSSIBLE ACHE INHIBITORS
    HAJELA, KK
    SENGUPTA, AK
    SHANKER, K
    DOVAL, DC
    ARCHIV DER PHARMAZIE, 1983, 316 (05) : 431 - 434
  • [35] Synthesis and Plant Growth Stimulating Action of 2-Amino-6-methylpyrimidine-4(3H)-thione Derivatives
    E. N. Hambardzumyan
    A. S. Vorskanyan
    L. V. Shahbazyan
    A. P. Yengoyan
    Russian Journal of General Chemistry, 2020, 90 : 208 - 216
  • [36] 5-amino-4-bromo-2-benzofuran-1(3H)-one
    Wang, Junyan
    Johnson, Dave M.
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3771 - U2696
  • [37] Synthesis and Plant Growth Stimulating Action of 2-Amino-6-methylpyrimidine-4(3H)-thione Derivatives
    Hambardzumyan, E. N.
    Vorskanyan, A. S.
    Shahbazyan, L. V.
    Yengoyan, A. P.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2020, 90 (02) : 208 - 216
  • [38] Synthesis of 2-Amino-quinazolin-4(3H)-ones Using 2-Bromo-N-phenylbenzamide and Cyanamide Ullmann Cross-Coupling
    Wang, Zhongjie
    Wang, Yan
    An, Ruijie
    Luo, Hui
    He, Yu
    Li, Dianjun
    Wu, Jianglong
    Yang, Jinhui
    JOURNAL OF ORGANIC CHEMISTRY, 2024,
  • [39] Synthesis of 2-substituted 3-iodo-4H-chromen-4-ones
    K. A. Myannik
    V. N. Yarovenko
    M. M. Krayushkin
    K. S. Levchenko
    Russian Chemical Bulletin, 2014, 63 : 543 - 545
  • [40] Synthesis of 2-substituted 3-iodo-4H-chromen-4-ones
    Myannik, K. A.
    Yarovenko, V. N.
    Krayushkin, M. M.
    Levchenko, K. S.
    RUSSIAN CHEMICAL BULLETIN, 2014, 63 (02) : 543 - 545
12345