AZOLES .10. THIAZOLO[4',5' 4,5]THIENO[3,2-D]PYRIMIDINE, A NEW HETEROCYCLIC RING-SYSTEM

被引:8
|
作者
ATHMANI, S
IDDON, B
机构
[1] The Ramage Laboratories, Department of Chemistry and Applied Chemistry, University of Salford, Salford
关键词
4-CHLOROTHIAZOLE-5-CARBALDEHYDES; 4-CHLOROTHIAZOLE-5-CARBONITRILES; THIENO[2,3-D]THIAZOLES; THIAZOLO[4',5 4,5]THIENO[3,2-D]PYRIMIDINES; CYTOKININ ANALOGS;
D O I
10.1016/S0040-4020(01)90380-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thieno[2,3-d]thiazoles were prepared by reaction of 4-chlorothiazole-5-carbaldehydes or 4-chlorothiazole-5-carbonitriles with either ethyl 2-mercaptoacetate or 2-mercaptoacetamide. The 6-aminothieno[2,3-d]thiazole-5-carboxamides obtained were converted into the corresponding thiazolo[4',5';4,5]thieno[3,2-d]pyrimidin-5(6H)-one by treatment with triethyl orthoformate in acetic anhydride. With phosphoryl chloride these gave the 5-chloro-derivative, which underwent displacement of the chlorine-atom when allowed to react with various amines. Reductive dechlorination of 5-chlorothiazolo[4',5';4,5]thieno[3,2-d]-pyrimidine gave the parent heterocycle.
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页码:7689 / 7702
页数:14
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