Clean Synthesis of Pyrano[2,3-d]pyrimidine and Its  Derivatives in Aqueous Media

Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (03): 466-469. Previous Articles Next Articles

Reports

水中吡喃并[2,3-d]嘧啶衍生物的洁净合成

李胜辉*; 高娜; 李记太

(河北大学化学与环境科学学院保定 071002)

收稿日期:2008-06-06 修回日期:2008-09-29 发布日期:2009-03-20
通讯作者: 李胜辉

Clean Synthesis of Pyrano[2,3-d]pyrimidine and Its Derivatives in Aqueous Media

Li, Shenghui* ; Gao, Na ; Li, Jitai

(College of Chemistry and Environmental Science, Hebei University, Baoding 071002)

Received:2008-06-06 Revised:2008-09-29 Published:2009-03-20
Contact: Li, Shenghui

Abstract

A series of pyrano[2,3-d]pyrimidine derivatives were synthesized by the reaction of aromatic aldehyde, malononitrile and 2-amino-4,6-dihydroxylpyrimidine in the presence of benzyltrimethyl ammonium bromide in water at 80 ℃. The structures of the products were characterized by IR, 1H NMR spectra and elemental analysis. Compared with other synthetic methods, this method has the advantages of neutral conditions, high yields and simple work-up procedures. In addition, water as a green solvent gave some merits such as cheapness, safty, and non-pollution.

Key words: benzyltrimethyl ammonium bromide, green synthesis, pyrano[2,3-d]pyrimidine

Cite this article

Li, Shenghui* ; Gao, Na ; Li, Jitai. Clean Synthesis of Pyrano[2,3-d]pyrimidine and Its Derivatives in Aqueous Media[J]. Chin. J. Org. Chem., 2009, 29(03): 466-469.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Yang Li, Jinding Yuan, Di Zhao. Deep Eutectic Solvent of 1,3-Dimethylurea/L-(+)-Tartaric Acid for the Green Synthesis of (E)-2-Styrylquinoline-3-carboxylic Acid Derivatives [J]. Chinese Journal of Organic Chemistry, 2023, 43(9): 3268-3276.
[2]	Jian Ji, Jinhua Liu, Cong Guan, Xuwen Chen, Yun Zhao, Shunying Liu. High Regioselective Synthesis of N²-Substituted-1,2,3-triazole via N-Sulfonyl-1,2,3-triazole Coupling with Alcohol Catalyzed by in-situ Generated Sulfonic Acid [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1168-1176.
[3]	Shuo Li, Mingliang Wang, Laiyun Zhou, Lanzhi Wang. Magnetic Nano-Supported p-Toluenesulfonic Acid Catalyzed Synthesis of Fused Polycyclic 1,5-Benzoxazepines via Domino Reactions [J]. Chinese Journal of Organic Chemistry, 2023, 43(11): 3977-3988.
[4]	Saimi Naibijiang, Lei Zhang, Shalamu Maidina, Jing Zeng, Abudu Rexit Abulikemu. Green Synthesis of Thiosulfonates and Sulfonyl Halides [J]. Chinese Journal of Organic Chemistry, 2023, 43(1): 236-243.
[5]	Zhentao Pan, Tong Liu, Yongmin Ma, Jianbo Yan, Ya-Jun Wang. Construction of Quinazolin(thi)ones by Brønsted Acid/Visible-Light Photoredox Relay Catalysis [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2823-2831.
[6]	Jiantao Zhang, Cong Zhang, Zidong Zheng, Peng Zhou, Weibing Liu. Research Progress of Sulfoxonium Ylides in the Construction of Five/Six-Membered Nitrogen-Containing Heterocycles [J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2745-2759.
[7]	Runye Gao, Lingling Zuo, Fang Wang, Chuanying Li, Huajiang Jiang, Pinhua Li, Lei Wang. Recent Advances in Controllable Organic Reactions Induced by Visible Light without External Photocatalyst [J]. Chinese Journal of Organic Chemistry, 2022, 42(7): 1883-1903.
[8]	Qun Han, Kun Xu, Faning Tian, Shengyang Huang, Chengchu Zeng. A Practical Transamidation Strategy for the N-Deacylation of Amides [J]. Chinese Journal of Organic Chemistry, 2022, 42(4): 1123-1128.
[9]	Honghua Zuo, Fangrui Zhong. Reactivity Modulation of Labile Quinones and Biomimetic Catalytic Transformations [J]. Chinese Journal of Organic Chemistry, 2022, 42(3): 665-678.
[10]	Mingliang Wang, Liuyan Yin, Tiantian Wen, Xiao Zhang, Jie Gao, Lanzhi Wang. Green Synthesis of 1,5-Benzodiazepines with Multifunctional Groups [J]. Chinese Journal of Organic Chemistry, 2022, 42(1): 160-171.
[11]	Qian Li, Li Yang, Wei Liu, Tianyun Wang, Yuejie Zhu, Zhengyin Du. Formylation of Phenols and Paraformaldehyde Catalyzed by Ammonium Acetate [J]. Chinese Journal of Organic Chemistry, 2021, 41(5): 2038-2044.
[12]	Jing Li, Zhenfang Hao, Kaiyue Zhang, Lanzhi Wang. One-Pot Synthesis of 1,5-Benzodiazepine Compounds by Three-Component Tadem Reaction [J]. Chinese Journal of Organic Chemistry, 2021, 41(2): 806-818.
[13]	Zhao Xinyu, Ding Yangyang, Lü Yingtao, Kang Congmin. Research Progress on Green Synthesis of Imidazo[1,2-a]pyridine Compounds [J]. Chin. J. Org. Chem., 2019, 39(5): 1304-1315.
[14]	Yang Ying, Balati Hasimujiang, Abulikemu Abudu Rexit. Research on Reduction of α,α,α-Tribromomethyl Ketones via Thiophenol [J]. Chin. J. Org. Chem., 2019, 39(3): 727-733.
[15]	Wang Bin, Ye Wenbo, Yan Zicong, Wan Changfeng, Hou Haoqing, Wang Zhiyong. A New Catalyst-Free Synthesis of 2,3-Dicarboxylic Ester Quinoline Derivatives [J]. Chin. J. Org. Chem., 2018, 38(2): 504-508.

水中吡喃并[2,3-d]嘧啶衍生物的洁净合成

Clean Synthesis of Pyrano[2,3-d]pyrimidine and Its Derivatives in Aqueous Media

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments