8-fluoro-4-hydroxy-1H-[1,2,4]triazino[4,5-a]quinoline-1,6(2H)-dione:: synthesis and reactivity

被引:3
作者
Edmont, D [1 ]
Chenault, J [1 ]
机构
[1] Univ Orleans, Inst Chim Organ & Analyt, F-45067 Orleans 2, France
关键词
D O I
10.1002/jhet.5570400507
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and versatile methodology to synthesise 4-hydroxy-1H-[1,2,4]triazino[4,5-a]quinotine-1,6(2H)-dione from methyl 6-fluoro-4-oxo-1,4-dihydro-2-quinolinecarboxylate has been developed. It involves carbohydrazide formation followed by a condensation with triphosgene to form the fused [1,2,4]triazino ring. In addition, the reactivity of the [1,2,4]triazino ring has been studied.
引用
收藏
页码:789 / 793
页数:5
相关论文
共 10 条
[1]   SYNTHESIS OF NOVEL PYRIDAZINE ACYCLONUCLEOSIDES [J].
CHO, SD ;
CHUNG, JW ;
CHOI, WY ;
KIM, SK ;
YOON, YJ .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (05) :1199-1208
[2]  
DAVIES DT, 1992, OXFORD SCI PUBLICATI, V2, P39
[3]   Synthesis and evaluation of quinoline carboxyguanidines as antidiabetic agents [J].
Edmont, D ;
Rocher, R ;
Plisson, C ;
Chenault, J .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (16) :1831-1834
[4]   Synthesis of novel fused tricyclic quinolones:: 4α,5-dihydro-1H-[1,2,4]triazino[1,6-α]quinoline-2,4,6(3H)-triones [J].
Edmont, D ;
Marot, C ;
Chenault, J .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (06) :1161-1165
[5]  
Edmont D, 2001, SYNLETT, P833
[6]   THE CHEMISTRY OF MALEIC HYDRAZIDE .2. THE COURSE OF THE MICHAEL-TYPE ADDITION [J].
FEUER, H ;
HARMETZ, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1958, 80 (21) :5877-5880
[7]  
HASMUKH J, 1990, J INDIAN CHEM SOC, V67, P779
[8]  
STEWART JJP, J COMPUT AIDED MOL D, V4, P1
[9]  
*TRIP ASS INC, SYBYL 6 6
[10]   Basically substituted aliphatic nitriles and their catalytic reduction to Amines [J].
Whitmore, FC ;
Mosher, HS ;
Adams, RR ;
Taylor, RB ;
Chapin, EC ;
Weisel, C ;
Yanko, W .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :725-731