Synthesis and Biological Activity of a Series of New Thieno[2,3-d]Pyrimidines

被引：5

作者：

Wang, Tao ^{[1
]}

Zheng, Cai Hua ^{[1
]}

Liu, Sue ^{[1
]}

Chen, Hui Zong ^{[1
]}

机构：

[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Peoples R China

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2010年 / 185卷 / 07期

基金：

中国国家自然科学基金;

关键词：

Biological activities; synthesis; thieno[2; 3-d]pyrimidines; ANTICONVULSANT ACTIVITY; ULCEROGENIC INDEX; RECEPTOR; DESIGN;

D O I：

10.1080/10426500903127565

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Ethyl 2-amino-5-ethylthiophene-3- carboxylate 1, obtained from the reaction of butyraldehyde, ethyl cyanoacetate, sulfur, and triethylamine, reacted with benzoylisothiocyanate to give the corresponding ureido derivatives 2 in a high yield. Further reactions of the compound 2 with an aqueous-alcohol solution of potassium hydroxide and then with hydrochloric acid gave the 2-thio-thieno[2,3-d]pyrimidine-4-ones 3, which were reacted with RX to give novel compounds 4a-4i. Treating the compound 3 with dibromoalkane led to the formation of triacylic compounds 5j-5m. Their structures were clearly verified by IR, 1H NMR, EI-MS spectroscopy, and elemental analysis. The results of a preliminary bioassay indicated that some compounds possess excellent inhibitory activities against the root and the stalk of Brassica napus (rape) and Echinochloa crusgalli (barnyard grass) at a dosage of 100 mg/L. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

引用

页码：1543 / 1549

页数：7

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