Fused pyrimidine systems: XIV. Reaction of 2-alkenyl(alkynyl)sulfanylpyrido[3,4-d]pyrimidin-4(3H)-ones with arylsulfanyl chlorides

被引:9
作者
Dyachenko, I. V. [1 ]
Vas'kevich, A. I. [2 ]
Vas'kevich, R. I. [1 ]
Vovk, M. V. [1 ]
机构
[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02660 Kiev, Ukraine
[2] Natl Tech Univ Ukraine, Kiev Polytech Inst, UA-03056 Kiev, Ukraine
关键词
Nitromethane; NaOAc; Sulfanyl; Lithium Perchlorate; Exocyclic Double Bond;
D O I
10.1134/S1070428014060189
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Allylsulfanylpyrido[3,4-d]pyrimidin-4(3H)-one reacted with arylsulfanyl chlorides in chloroform to give addition products to the exocyclic double bond, which were converted into linearly fused arylsulfanylthiazinopyridopyrimidines by the action of sodium acetate. The reactions of 2-allyl(cinnamyl, propargyl)sulfanylpyrido[3,4-d]pyrimidin-4(3H)-ones with arylsulfanyl chlorides in the presence of an equimolar amount of lithium perchlorate afforded angularly fused arylsulfanylmethylthiazolo- and -thiazinopyridopyrimidines.
引用
收藏
页码:858 / 863
页数:6
相关论文
共 8 条
[1]   Fused pyrimidine systems: XIII. Synthesis and some transformations of 1,3-thiazolo(thiazino)-fused pyrido[3,4-d]pyrimidines [J].
Dyachenko, I. V. ;
Vas'kevich, R. I. ;
Vovk, M. V. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 50 (02) :263-270
[2]  
KRIMER MZ, 1973, DOKL AKAD NAUK SSSR+, V208, P864
[3]   Reactions of 2-(2-propynylsulfanyl)-5,6,7,8-tetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one with arylsulfenyl chlorides [J].
Vas'kevich, A. I. ;
Vas'kevich, R. I. ;
Staninets, V. I. ;
But, S. A. ;
Chernega, A. N. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 43 (10) :1526-1531
[4]   Cyclofunctionalization of 6-alkenylsulfanylpyrazolo[3,4-d]-pyrimidin-4(5H)-ones with arenesulfenyl chlorides [J].
Vas'kevich, A. I. ;
Bentya, A. V. ;
Staninets, V. I. .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (12) :1847-1852
[5]  
Vas'kevich A. I., 2006, Ukr. Khim. Zh, V72, P44
[6]  
Vas'kevich A. I., 2012, ZH ORG FARM KHIM, V10, P26
[7]  
Vas'kevich A. I., 2006, Ukr. Khim. Zh, V72, P37
[8]  
Zefirov N.S., 1978, DOKL AKAD NAUK SSSR, V240