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
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 18 条
  • [1] AbdelHamide SG, 1997, J INDIAN CHEM SOC, V74, P613
  • [2] Synthesis of 5-substituted quinazolinone derivatives and their inhibitory activity in vitro
    Baek, DJ
    Park, YK
    Heo, HI
    Lee, MH
    Yang, ZY
    Choi, MH
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (23) : 3287 - 3290
  • [3] BARKER AJ, 1995, CHEM ABSTR, V122, P21409
  • [4] New azole antifungals.: 3.: Synthesis and antifungal activity of 3-substituted-4(3H)-quinazolinones
    Bartroli, J
    Turmo, E
    Algueró, M
    Boncompte, E
    Vericat, ML
    Conte, L
    Ramis, J
    Merlos, M
    García-Rafanell, J
    Forn, J
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (11) : 1869 - 1882
  • [5] Bekhit AA, 1998, PHARMAZIE, V53, P539
  • [6] Researches on quinazolines (twenty-second paper) on 2-methyl-3-amino-4-quinazolone and certain of its derivatives
    Bogert, MT
    Gortner, RA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1909, 31 : 943 - 947
  • [7] COLLINS CH, 1967, MICROBIOLOGICAL METH, P364
  • [8] Resistance-modifying agents. 5. Synthesis and biological properties of quinazolinone inhibitors of the DNA repair enzyme poly(ADP-ribose) polymerase (PARP)
    Griffin, RJ
    Srinivasan, S
    Bowman, K
    Calvert, AH
    Curtin, NJ
    Newell, DR
    Pemberton, LC
    Golding, BT
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1998, 41 (26) : 5247 - 5256
  • [9] Gursoy A, 1995, FARMACO, V50, P857
  • [10] Antitumor 2,3-dihydro-2-(aryl)-4(1H)-quinazolinone derivatives - Interactions with tubulin
    Hamel, E
    Lin, CM
    Plowman, J
    Wang, HK
    Lee, KH
    Paull, KD
    [J]. BIOCHEMICAL PHARMACOLOGY, 1996, 51 (01) : 53 - 59