Synthesis and reactions of some new 5-carbonyl(4-amino-3-cyano-2-substituted thiophene-5-yl)-8-hydroxyquinoline (part II). Synthesis of thiazole; Isoxazole; Pyrazole, pyrimidine and pyridazine derivatives as possible antimicrobial agents

被引:14
作者
Khalil, ZH
Yanni, AS
Gaber, AM
Abdel-Mohsen, SA [2 ]
机构
[1] Assiut Univ, Fac Sci, Dept Chem, Assiut 71516, Egypt
[2] Univ Hannover, Dept Organ Chem, D-30167 Hannover, Germany
关键词
synthesis of some new 5-carbonyl-(substituted thieno[2,3,b]thiophene)-8-hydroxyquinoline; derivatives; antimicrobial activity;
D O I
10.1080/10426500008076531
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
5-Carbonyl-(3,4-diamino-2-ethylcarboxylatrthirno[2,3-b]thiophene-5yl)-8-hydroxyquinoline (1) reacts with various reagents to afford thiazole, oxadiazole, pyrazole, isoxazole, pyrimidine and pyridazine derivatives (2-13d). The structure of the compounds has been established by elemental analysis, IR, NMR and mass spectra. The compounds thus synthesized were screened for their antimicrobial activity.
引用
收藏
页码:57 / 69
页数:13
相关论文
共 10 条
[1]  
BAUER AW, 1966, AM J CLIN PATHOL, V45, P493
[2]   ACTIVATED NITRILES IN HETEROCYCLIC SYNTHESIS - A NOVEL SYNTHESIS OF PYRAZOLO[1,5-A]PYRIMIDINES AND PYRANO[2,3-C]PYRAZOLES [J].
ELFAHHAM, HA ;
ABDELGALIL, FM ;
IBRAHEIM, YR ;
ELNAGDI, MH .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1983, 20 (03) :667-670
[3]   2-AMINO-THIOPHENE AUS METHYLENAKTIVEN NITRILEN CARBONYLVERBINDUNGEN UND SCHWEFEL [J].
GEWALD, K ;
SCHINKE, E ;
BOTTCHER, H .
CHEMISCHE BERICHTE-RECUEIL, 1966, 99 (01) :94-&
[4]  
GRAUBAUM H, 1993, J PRAKT CHEM, V88, P355
[5]  
KHALIL ZH, IN PRESS SULFUR SILI
[6]   Reaction of 3-phenyl-5-aminopyrazole with carbon disulfide: A novel synthesis of 3-(3'-phenylpyrazol-5'-yl)-4-phenylpyrazol-2-thione as well as of pyrazolo[3,4-d]thiazole and pyrano[2,3-d]thiazole derivatives [J].
Mohareb, RM ;
Zohdi, HF ;
Wardakhan, WW .
MONATSHEFTE FUR CHEMIE, 1995, 126 (12) :1391-1400
[7]   SYNTHESIS OF 2-N-(BENZO[B]THIOPHEN-2-YL)BENZO AND HETEROFUSED-1,2,3-TRIAZOLES [J].
SABNIS, RW ;
RANGNEKAR, DW .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (02) :417-420
[8]  
SABNIS RW, 1992, J HETEROCYCLIC CHEM, V29, P1029
[9]   ONE POT SYNTHESIS OF 3-AMINO-1H-PYRAZOLE-4-CARBONITRILE [J].
WOLFBEIS, OS .
MONATSHEFTE FUR CHEMIE, 1981, 112 (6-7) :875-877
[10]  
ZOHDI HF, 1996, MONATSH CHEM, V126, P440