Facile synthesis of 5,6,7,8-tetrahydropyrimido [4,5-b] quinoline derivatives

被引:49
作者
Elkholy, Yehya Mahmoud [1 ]
Morsy, Mohamed Abdelhamed [1 ]
机构
[1] Helwan Univ, Fac Sci, Dept Chem, Cairo, Egypt
关键词
tetrahydroquinoline; pyrimidine; thioureide; pyrimidoquinoline; X-ray crystal structure;
D O I
10.3390/11110890
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
2-Amino-4-phenyl-5,6,7,8-tetrahydroquinoline-3-carbonitrile (3) was synthesized by treating cyclohexanone (1) with 2-benzylidenemalononitrile (2) in the presence of ammonium acetate. The reactivity of compound 3 towards dimethylformamide dimethyl acetal (DMF-DMA), carbon disulfide, urea, thiourea, formamide, formic acid, acetyl chloride and isothiocyanate were studied. In addition, the antimicrobial activity of some selected derivatives is reported.
引用
收藏
页码:890 / 903
页数:14
相关论文
共 32 条
[1]   Synthesis and radiation stability of some new biologically active hydroquinoline and pyrimido[4,5-b]quinoline derivatives [J].
Abdel-Gawad, SM ;
El-Gaby, MSA ;
Heiba, HI ;
Aly, HM ;
Ghorab, MM .
JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2005, 52 (06) :1227-1236
[2]   Enaminones as building blocks in organic synthesis: Synthesis of new polyfunctional pyridines, condensed pyridines, and penta substituted benzene [J].
Abu-Shanab, FA ;
Elkholy, YM ;
Elnagdi, MH .
SYNTHETIC COMMUNICATIONS, 2002, 32 (22) :3493-3502
[3]  
ALMOUSAWI SM, 1999, ORG PREP P INT, V31, P205
[4]   SIR92 - a program for automatic solution of crystal structures by direct methods [J].
ALTOMARE, A ;
CASCARANO, G ;
GIACOVAZZO, G ;
GUAGLIARDI, A ;
BURLA, MC ;
POLIDORI, G ;
CAMALLI, M .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435
[5]  
[Anonymous], 1988, PHARM CHEM J+, DOI DOI 10.1007/BF00763528
[6]   Helquinoline, a new tetrahydroquinoline antibiotic from Janibacter limosus Hel 1 [J].
Asolkar, RN ;
Schröder, D ;
Heckmann, R ;
Lang, S ;
Wagner-Döbler, I ;
Laatsch, H .
JOURNAL OF ANTIBIOTICS, 2004, 57 (01) :17-23
[7]  
*CCDC, 626536 CCDC
[8]  
*CCDC, 626537 CCDC
[9]  
CHAKARAVORTY PK, 1992, Patent No. 9220687156
[10]  
Dimon D. B., 2001, JP, Patent No. 2001163859