摘要
研究了合成 3 -氨基 -6/8取代 -1 H-吡唑 [4,3 -c]喹啉类化合物的简易方法 .通过 3 -芳基 -4-氨基 -5 -巯基 -1 ,2 ,4-三唑与 6-/8-取代 -4-羟基喹啉羧酸在三氯氧磷催化下的缩合反应及所生成的 3 -芳基 -6-(6-/8-取代 -4-氯喹啉 -3 -基 ) -1 ,2 ,4-三唑 [3 ,4-b]-1 ,3 ,4-噻二唑类化合物与水合肼在乙醇中的肼解反应 ,合成了 6个 3 -氨基 -6/8取代 -1 H-吡唑 [4,3 -c]喹啉类化合物 ,并对活泼的氨基进行了初步研究 ,新化合物通过元素分析 ,IR,1 H NMR和 MS确定结构 ,并讨论了其波谱性质 .
A simple synthesis of 3-amino-6/8-substituted-1H-pyrazolo[4,3-c]quinolines via closed ring reaction of 4-amino-3-aryl-5-mercapto-s-1,2,4-triazoles with 1,4-dihydro-4-oxo-quinoline-3-carboxylic acids in the presence of phosphoryl chloride, followed by the ring-opening reaction in the presence of hydrazine hydrate was described. This novel and straightforward method for the construction the 3-amino-1H-pyrazolo[4,3-c]quinolines can be carried out under mild conditions by using readily accessible or commercially available inexpensive materials. The new compounds were dertemined by elementary analyses, IR, 1H NMR and MS spectra. Their spectral properities were also discussed. This mothod may represent a potentially useful route to otherwise laboriously accessible condensed pyrazoles ring systems. With the advantage of economy, a single pot procedure, excellent yields and mild conditions. This condensed pyrazoles can be synthesized on a large scale conveniently and economically.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
2005年第2期250-253,共4页
Chemical Journal of Chinese Universities
基金
国家自然科学基金重点项目 (批准号 :2 0 13 2 0 2 0 )
博士后科学基金项目 (批准号 :2 0 0 3 0 3 )资助