4-hydroxy-2-quinolones 141.: Synthesis and structure of 5R-3-hydroxy-1,5-dihydropyrazolo[4,3-c]quinolin-4-ones

被引:5
作者
Ukrainets, I. V. [1 ]
Kravtsova, V. V. [1 ]
Tkach, A. A. [1 ]
Sim, G. [2 ]
机构
[1] Natl Univ Pharm, UA-61002 Kharkov, Ukraine
[2] Far Eastern State Med Univ, Khabarovsk 680000, Russia
关键词
1,5-dihydropyrazolo[4,3-c]quinolin-4-ones; 4-chloro-2-oxo-1,2-dihydroquinolines; p-toluene-sulfonylhydrazide; X-ray structural analysis;
D O I
10.1007/s10593-008-0032-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 1R-4-chloro-3-ethoxycarbonyl-2-oxo-1,2-dihydroquinolines with p-toluenesulfonylhydrazide in refluxing ethanol and in the presence of triethylamine gives the 3-hydroxy-5R-1,5-dihydropyrazolo[4,3-c]quinolin-4-ones. The possible mechanism of formation, features of the steric structure of the synthesized compounds, and their NMR and mass spectra are discussed.
引用
收藏
页码:173 / 177
页数:5
相关论文
共 11 条
[1]  
BARTON DHR, 1982, COMPREHENSIVE ORGANI, V2, P717
[2]   On triazoles.: XL -: Non catalytic dehalogenation of some 5-chloro-1,2,4-triazolo[1,5-a]pyrimidine derivatives [J].
Berecz, G ;
Reiter, J ;
Császár, J .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1999, 36 (05) :1199-1212
[3]  
BEZUGLY PA, 2003, FARMAKOM, P23
[4]  
Burgi H-B, 1994, STRUCTURE CORRELATIO, V2, P741, DOI [DOI 10.1002/9783527616091, 10.1002/9783527616091]
[5]  
FIESER LF, 1970, REAGENTS ORGANIC SYN, V3, P359
[6]  
SHELDRICK GM, 1998, SHELXTL PLUS PC VERS
[7]   4-hydroxy-2-quinolones - 140. Synthesis and diuretic activity of arylalkylamides of 4-methyl-2-oxo-1,2-dihydro-quinoline-3-carboxylic acid [J].
Ukrainets, I. V. ;
Bereznyakova, N. L. ;
Parshikov, V. A. ;
Kravchenko, V. N. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2008, 44 (01) :64-72
[8]  
Ukrainets I. V., 2006, CHEM HETEROCYCL COMP, V42, P475
[9]  
Ukrainets I. V., 2006, CHEM HETEROCYCL COMP, V42, P343
[10]  
Ukrainets I. V., 2007, CHEM HETEROCYCL COMP, V43, P1525