Amadori rearrangement of N-glucosides of 6-substituted 3-amino-2-aryl-4(3H)-quinazolinones

被引:0
|
作者
Saleh, MA
Abdo, MA
AbdelMegeed, MF
ElHiti, GA
机构
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
Amadori rearrangement of N-glucosides of 6-substituted 3-amino-2-aryl-4(3H)-quinazolinones has been carried out by the condensation of equimolecular amounts of D-glucose and oxalate of 6-substituted 3-amino-2-aryl-4-(3H)-quinazolinones (1a-f) in boiling methanol. These compounds can also be obtained by heating the N-glucosides of 6-substituted 3-amino-2-aryl-4(3H)-quinazolinones (2a-f) in absolute methanol in the presence of dry oxalic acid. The products obtained are characterized by IR, 1(H) NMR, C-13 NMR and mass spectral data and elemental analyses.
引用
收藏
页码:147 / 150
页数:4
相关论文
共 50 条
  • [1] REACTION OF 6-SUBSTITUTED 3-AMINO-2-ARYL-4(3H)-QUINAZOLINONES WITH D-GLUCOSE AND D-GALACTOSE
    ABDO, MA
    ABDELMEGEED, MF
    SALEH, MA
    ELHITI, GAR
    POLISH JOURNAL OF CHEMISTRY, 1995, 69 (04) : 583 - 590
  • [2] REACTION OF 6-SUBSTITUTED 3-AMINO-2-PHENYL-4(3H)QUINAZOLINONES WITH D-RIBOSE AND L-ARABINOSE
    ABDELMEGEED, MF
    SALEH, MA
    ABDO, MA
    ELHITI, GA
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1995, 60 (06) : 1016 - 1025
  • [3] 2-ARYL-4(3H)QUINAZOLINONES
    PATER, R
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1971, 8 (05) : 699 - &
  • [4] SYNTHESIS AND BIOLOGICAL EVALUATION OF 6-SUBSTITUTED "3-ARYL-2-METHYL-4(3H)-PYRIMIDINONES
    GUPTA, KA
    SAXENA, AK
    JAIN, PC
    SRIMAL, RC
    KAR, K
    ANAND, N
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1983, 22 (04): : 384 - 387
  • [5] Synthesis and antiviral evaluation of N-glycosides derived from 6-amino-3-aryl-2-methyl-4-(3H)-quinazolinones
    Saleh, MA
    Abbas, YA
    Eabdel-Hai, F
    Youssef, SA
    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2001, 20 (10-11): : 1891 - 1902
  • [6] ANTIHYPERTENSIVE 2-AMINO-4(3H)-QUINAZOLINONES
    HESS, HJ
    CRONIN, TH
    SCRIABINE, A
    JOURNAL OF MEDICINAL CHEMISTRY, 1968, 11 (01) : 130 - +
  • [7] SYNTHESIS AND ANTICONVULSANT ACTIVITY OF SOME NEW 2-SUBSTITUTED-3-ARYL-4(3H)-QUINAZOLINONES
    WOLFE, JF
    RATHMAN, TL
    SLEEVI, MC
    CAMPBELL, JA
    GREENWOOD, TD
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1989, 197 : 38 - MEDI
  • [8] Synthesis and antiviral activity of 2-aryl-3-(substituted-benzalamino)-4(3H)-quinazolinones
    Pandey, Shradha
    Singh, Pravin K.
    Siddiqui, I. R.
    Singh, Jagdamba
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2011, 88 (06) : 835 - 839
  • [9] RELATIONS BETWEEN CHEMICAL STRUCTURE AND PHARMACOLOGICAL ACTIVITY IN AMINO-SUBSTITUTED 3-ARYL-4-(3H)-QUINAZOLINONES
    BREUER, H
    ROESCH, A
    ARZNEIMITTEL-FORSCHUNG, 1971, 21 (02): : 238 - &
  • [10] STUDIES ON 6-BROMO-2-MERCAPTO-3-SUBSTITUTED 4-(3H)-QUINAZOLINONES
    BHARGAVA, PN
    LAKHAN, R
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1969, 42 (05) : 1444 - +