Synthesis of Naphthylazuleno[2,1-d]pyrimidin-4-amines

doi:10.6023/cjoc1112301

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (08): 1547-1551.DOI: 10.6023/cjoc1112301 Previous Articles Next Articles

Notes

萘基薁并[2,1-d]嘧啶-4-胺类衍生物的合成

王道林, 于家懿, 李伟, 崔庆涛, 冯姗姗

渤海大学化学化工与食品安全学院辽宁省功能化合物合成与应用重点实验室锦州 121003

收稿日期:2011-12-30 修回日期:2012-03-01 发布日期:2012-04-11
通讯作者: 王道林 E-mail:wangdaolin@sina.com.cn
基金资助:
辽宁省科技厅(No. 2011220022)资助项目.

Synthesis of Naphthylazuleno[2,1-d]pyrimidin-4-amines

Wang Daolin, Yu Jiayi, Li Wei, Cui Qingtao, Feng Shanshan

Key Laboratory of Synthesis & Application of Functional Compound, College of Chemistry, Chemical Engineering & Food Safety, Bohai University, Jinzhou 121003

Received:2011-12-30 Revised:2012-03-01 Published:2012-04-11
Supported by:
Project supported by the Science and Technology Department of Liaoning Province (No. 2011220022).

In this paper, a synthetic method for naphthylazuleno[2,1-d]pyrimidin-4-amines was reported, which began from cheap tropolone, ethyl naphthaleneacetate, malononitrile N,N-dimethylformamide dimethyl acetal (DMF-DMA) and anilines, followed by chlorination, condensation, cyclization and then Dimroth rearrangement reaction, to give naphthylazuleno[2,1-d]pyrimidin-4-amines in moderate yields. The structures of synthesized compounds were determined by ¹H NMR, IR spectra and elemental analysis. This method provides several advantages such as good yield and simple work-up procedure.

Key words: azulene, azuleno[2,1-d]pyrimidine, ethyl naphthaleneacetate, DMF-DMA, aniline, synthesis

Cite this article

Wang Daolin, Yu Jiayi, Li Wei, Cui Qingtao, Feng Shanshan. Synthesis of Naphthylazuleno[2,1-d]pyrimidin-4-amines[J]. Chin. J. Org. Chem., 2012, 32(08): 1547-1551.

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萘基薁并[2,1-d]嘧啶-4-胺类衍生物的合成

Synthesis of Naphthylazuleno[2,1-d]pyrimidin-4-amines

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