An Acid-Catalysed Conversion of 2-(4-Quinazolinylamino)benzoic Acid into 2-(2-Aminophenyl)-4(1H)-Quinazolinone

被引:2
|
作者
Sneddon, Helen F. [1 ]
Lynn, Sean M. [1 ]
机构
[1] GlaxoSmithKline Res & Dev Ltd, Med Res Ctr, Stevenage SG1 2NY, Herts, England
关键词
rearrangement; tandem reaction; nucleophilic aromatic substitution; bicyclic compounds; fused ring systems;
D O I
10.1055/s-0030-1259540
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An acid-catalysed conversion of N-arylcarboxy-4-quinazolinones into 2-(2-aminoaryl)-4(1H)-quinazolinones has been observed. This reaction allows for a nucleophilic aromatic substitution reaction between aminobenzoic acids and 4-chloroquinazolines to form N-arylcarboxy-4-quinazolinones to be followed in situ by a conversion into 2-(2-aminoaryl)-4(1H)-quinazolinones in a one-pot tandem process.
引用
收藏
页码:573 / 575
页数:3
相关论文
共 50 条
  • [1] PREPARATION OF 2-(2',4'-DIHYDROXYBENZOYL)-BENZOIC ACID
    GRONOWSKA, J
    RUMINSKI, J
    ROCZNIKI CHEMII, 1969, 43 (11): : 2043 - +
  • [2] 2-(4-Bromobenzenesulfonamido)benzoic acid
    Arshad, Muhammad Nadeem
    Khan, Islam Ullah
    Akkurt, Mehmet
    Shafiq, Muhammad
    Mustafa, Ghulam
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : 01610 - U2754
  • [3] 2-(4-Acetamidobenzenesulfonamido)-benzoic acid
    Sharif, Shahzad
    Khan, Islam Ullah
    Mahmood, Tariq
    Kang, Sung Kwon
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1570 - U1861
  • [4] 2-(4-Chlorobenzoyl) benzoic acid
    Odabasoglu, Mustafa
    Bueyuekguengoer, Orhan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O3197 - U3357
  • [5] PREPARATION OF 2-(4'-HYDROXYBENZENEAZO)-BENZOIC ACID
    DISCOMBE, G
    JOURNAL OF CLINICAL PATHOLOGY, 1968, 21 (06) : 787 - &
  • [6] Acid catalyzed synthesis of 2-(2-aminophenyl) quinazoline-4-amine and reaction with aromatic aldehydes
    Marinho, Elina
    Fernanda Proenca, M.
    RSC ADVANCES, 2016, 6 (08): : 6138 - 6143
  • [7] Efficient Synthesis of 2-(2-Aminophenyl)-2,3-dihydropyridin-4(1H)-ones Based on a Cyclization/Ring Cleavage Procedure
    Karapetyan, Vahuni
    Mkrtchyan, Satenik
    Karapetyan, Gnuni
    Villinger, Alexander
    Saghiyan, Ashot
    Ghochikyan, Tariel V.
    Langer, Peter
    HELVETICA CHIMICA ACTA, 2011, 94 (11) : 2045 - 2053
  • [8] 2-[(4-Chlorobenzyl)carbonylmethyl]benzoic acid
    Abid, Obaid-ur-Rahman
    Qadeer, Ghulam
    Rama, Nasim Hasan
    Ruzicka, Ales
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2205 - U2788
  • [9] 2-(4-methylbenzoyl)benzoic acid monohydrate
    Song, Guang-Liang
    Deng, Shui-Ping
    Liu, Shan
    Zhu, Hong-Jun
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O894 - U2408
  • [10] THE PREPARATION OF 2-(4-HYDROXYBENZOYL)-BENZOIC ACID
    HUBACHER, MH
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1946, 68 (04) : 718 - 718