Synthesis and reactions of some 3-aryl-2-thioxoquinazolin-4(3H)-ones

被引:0
|
作者
El-Hiti, GA [1 ]
Abdel-Megeed, MF [1 ]
Zied, TMM [1 ]
机构
[1] Tanta Univ, Fac Sci, Dept Chem, Tanta 31527, Egypt
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of 3-aryl-2-thioxoquinazolin-4(3H)-ones 1a-g are prepared in good yields from reactions of anthranilic acids, aromatic amines and carbon disulfide under basic conditions in one step. Reaction of aminophenyl derivatives 1a,b with D-glucose affords the corresponding N-glucosylamines 4a,b in very good yields. Diazotization of 1a,b followed by reactions with aromatic amines yield the corresponding azo dyes 6a-f in 40-56% yields. The fastness for 6 has been studied. Compounds 6a,b,f have been proved to biologically active.
引用
收藏
页码:1519 / 1522
页数:4
相关论文
共 50 条
  • [31] Efficient synthesis and fluorescence properties of highly functionalized 2-aryl-quinazolin-4(3H)-ones
    Waibel, Michael
    Hasserodt, Jens
    TETRAHEDRON LETTERS, 2009, 50 (23) : 2767 - 2769
  • [32] Synthesis of herbicidal 2-aryl-4-(3H)-pyrimidinones
    Tice, Colin M.
    Bryman, Lois M.
    Roemmele, Renee C.
    Taylor, Edward C.
    Zhou, Ping
    Jurczak, Janusz
    Jezewski, Artur
    ACS Symposium Series, 2002, 800 : 51 - 60
  • [33] SYNTHESIS AND REACTIONS OF 6-ARYL-3-CYANO-4-METHYLTHIO-2H-PYRAN-2-ONES
    RAM, VJ
    VERMA, M
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1990, 29 (07): : 624 - 627
  • [34] SYNTHESIS AND ANTIBACTERIAL ACTIVITY OF SOME NEW 2-ARYLOXYMETHYL-3-SUBSTITUTED-QUINAZOLIN-4(3H)-ONES
    KHAN, A
    SAKSENA, RK
    PHARMAZIE, 1988, 43 (12): : 864 - 865
  • [35] 3-Hydroxy- and 3-alkoxy-2-sulfanylquinazolin-4(3H)-ones: synthesis and reactions with alkylating and acylating agents
    P. S. Khokhlov
    V. N. Osipov
    A. V. Roshchin
    Russian Chemical Bulletin, 2011, 60 : 153 - 156
  • [36] 3-Hydroxy- and 3-alkoxy-2-sulfanylquinazolin-4(3H)-ones: synthesis and reactions with alkylating and acylating agents
    Khokhlov, P. S.
    Osipov, V. N.
    Roshchin, A. V.
    RUSSIAN CHEMICAL BULLETIN, 2011, 60 (01) : 153 - 156
  • [37] SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF 3-(2'-ARYL-4'-OXOTHIAZOLIN-3'-YL)-2-PHENYLQUINAZOLIN-4(3H)-ONES
    HUSAIN, MI
    SHUKLA, S
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1986, 25 (05): : 545 - 548
  • [38] PREPARATION AND SOME REACTIONS OF 4-ARYL-4,5-DIHYDROPYRIDAZIN-3(2H)-ONES AND 5-ARYL-4,5-DIHYDROPYRIDAZIN-3(2H)-ONES
    BREUKELMAN, SP
    MEAKINS, GD
    ROE, AM
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (08): : 1627 - 1635
  • [39] SYNTHESIS AND ANTI-TUBERCULAR ACTIVITY OF SOME 2-ALKYLTHIO-3-ARYL-4(3H)-QUINAZOLONES
    RAO, RP
    SHARMA, B
    ZAIDI, N
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1978, 16 (11): : 1023 - 1025
  • [40] SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME NEW 2-SUBSTITUTED 3-ARYL-4(3H)-QUINAZOLINONES
    WOLFE, JF
    RATHMAN, TL
    SLEEVI, MC
    CAMPBELL, JA
    GREENWOOD, TD
    JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (01) : 161 - 166