Synthesis of uracil derivatives and some of their reactions

被引:0
作者
Barmaki, M. [1 ]
Maharramov, A. M. [1 ]
Allakhverdiev, M. A. [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, North Branch, Tehran, Iran
关键词
ethyl cyanoacetate; thiocarbamide; 1-phenylcarbamide-3-hydroxy-4,6-pyrimidine-[2,3-a]-5'-hydroxy-tetrahydro-1,3-thiazine;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient one-pot synthesis of 1-phenylcarbamide-3-hydroxy-4,6-pyrimidine-[2,3-a]-5'-hydroxytetrahydro-1,3-thiazine is described. The synthesis is based on the reaction of ethyl cyanoacetate and thiocarbamide in the presence of sodium acetate. The cyclized compounds react with 1,2-epoxychloropropane then treated in medium of ethyl alcohol in peresence of KOH, which recyclized product 1-amino-3-hydroxy-4,6-pyrimidine-[2,3-a]-5'-hydroxy-tetrahydro-1,3-thiazine produced. In the final reaction, this product with phenylisocyanate give a side chain reaction of the obtained 1-phenylcarbamide-3-hydroxy-4,6-pyrimidine-[2,3-a]-5'-hydroxytetrahydro-1,3-thiazine.
引用
收藏
页码:5277 / 5281
页数:5
相关论文
共 9 条
[1]   Solid- and solution-phase synthesis of bioactive dihydropyrimidines [J].
Dallinger, D ;
Stadler, A ;
Kappe, CO .
PURE AND APPLIED CHEMISTRY, 2004, 76 (05) :1017-1024
[2]   Study of electron densities of methyl acetate, N-methylacetamide and N,N'-dimethylurea by quantum mechanical investigations .1. Gas phase [J].
Kallies, B ;
Mitzner, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1996, (07) :1397-1401
[3]  
KOCHETAKOV NK, 1970, ORGANIC CHEM NUCL AC, P718
[4]  
MAHERRAMOV AM, 2005, ORGANIC CHEM, P378
[5]  
PROCENKO LD, 1985, CHEM PHARM SYNTHETIC, P179
[6]  
SUHADOLINLT RJ, 1979, NUCLEOSIDES BIOL
[7]  
Toplak R, 1997, HETEROCYCLES, V45, P555
[8]  
WIRF P, 1995, TETRAHEDRON LETT, V36, P7819
[9]  
1999, CHEM ENCY, P210