EFFICIENT SYNTHESIS OF NOVEL AZO COMPOUNDS BASED ON PYRIMIDO[4,5-E][1,3,4]THIADIAZINE

被引:3
作者
Nikpour, Mohsen [1 ]
Zarinabadi, Soroush [2 ]
Saberi, Sattar [2 ]
机构
[1] Islamic Azad Univ, Dept Chem, Sch Sci, Ahvaz Branch, Ahvaz 6134968875, Iran
[2] Islamic Azad Univ, Dept Chem, Sch Sci, Shushtar Branch, Shushtar, Iran
关键词
Azo dyes; 5-Bromo-2,4-dichloro-6-alkyllpyrimidines; Dithizone; Cyclocondensation; Pyrimido[4,5-e][1,3,4]thiadiazine;
D O I
10.4314/bcse.v26i1.12
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Some new 5-bromo-2,4-dichloro-6-alkylpyrimidines were prepared by sequential treatment of 6-alkyl-pyrimidin-2,4(1H,3H)-diones with bromine and phosphoryl chloride. Condensation of the dithizone with 5-bromo-2,4-dichloro-6-alkylpyrimidines in alkaline acetonitrile achieved 5-alkyl-7-chloro-3-phenylazo-1-phenyl-1H-pyrimido[4,5-e][1,3,4] thiadiazines. 7-chlorine atom of these compounds was replaced by secondary amines in boiling ethanol to afford their 7-amino derivatives.
引用
收藏
页码:115 / 120
页数:6
相关论文
共 12 条
[1]   New access to thiazolo[4,5-d]pyrimidine derivatives [J].
Bakavoli, M. ;
Nikpour, M. ;
Rahimizadeh, M. .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2006, 43 (05) :1327-1329
[2]   Synthesis of some new 3-alkylthio derivatives of 1-phenyl-1H-[1,3,4]thiadiazino[5,6-b]quinoxalines [J].
Bakavoli, M ;
Nikpour, M ;
Rahimizadeh, M .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2005, 180 (10) :2265-2268
[3]  
Elliot A.J., US Patent, Patent No. [4,025,510, 4025510]
[4]  
Naka T., 1976, Japan. Kokai, Patent No. [76/ 101, 76101923]
[5]  
Naka T., 1976, Japan. Kokai, Patent No. [76/ 105, 76105191]
[6]  
Naka T., 1978, Japan. Kokai, Patent No. [78 28,192 (Cl. C07D513/04), 7828192]
[7]  
Naka T., 1978, Japan. Kokai, Patent No. [78 31,694 (Cl. C07D487/04), 7831694]
[8]   3-Ethylsulfanyl-5-methyl-1-phenyl7-(pyrrolidin-1-yl)-1H-pyrimido[4,5-e]-[1,3,4]thiadiazine [J].
Nikpour, M. ;
Bakavoli, M. ;
Rahimizadeh, M. ;
Bigdeli, M. R. ;
Mirzaei, M. .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 :O1491-U2291
[9]   Convenient synthesis of new pyrimido[4,5-e][1,3,4]thiadiazine derivatives [J].
Nikpour, Mohsen ;
Bakavoli, Mehdi ;
Rahimizadeh, Mohammad ;
Sabbaghian, Ali Javid ;
Bigdeli, Mohammad Reza .
MENDELEEV COMMUNICATIONS, 2008, 18 (05) :284-285
[10]  
Ogura H., 1978, NUCLEIC ACIDS RES, V1, ps251, DOI 10.1093/nar/1.suppl_2.s251