Azotization and Nitration Reaction of Ketone Arylhydrazones with Ni-tric Oxide

Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (12): 1904-1910. Previous Articles Next Articles

Full Papers

酮腙与一氧化氮的偶氮-硝化反应

杨得锁*^{,1,2，郭亚宁¹，朱海云¹，吴隆民²}

(¹宝鸡文理学院化学化工系宝鸡 721013)
(²兰州大学功能有机分子化学国家重点实验室兰州 73000)

收稿日期:2010-04-01 修回日期:2010-07-23 发布日期:2010-09-17
通讯作者: 杨得锁 E-mail:yangds09@163.com

Azotization and Nitration Reaction of Ketone Arylhydrazones with Ni-tric Oxide

Yang Desuo*^{,1,2 Guo Yaning¹ Zhu Hai-yun¹ Wu Longmin²}

(¹Department of Chemistry & Engineering, Baoji University of Arts & Science, Baoji 721013)
(² State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000)

Received:2010-04-01 Revised:2010-07-23 Published:2010-09-17

Abstract

Ketone arylhydrazones reacted with nitric oxide in the presence of microquantitative amount of oxygen to give a-nitro azo-compounds in high selectively. The reaction occurred most likely by a tandem nitra-tion-azotization reaction. Structures of the products were characterized by NMR, IR, MS, HR-ESI-MS, and X-ray crystallography. By analyzing the composition of products using HPLC under oxygen concentration in system, the results showed that controlling oxygen content in the reaction system has a greater influence on the reaction selectivity of producing α-nitro azo-compounds.

Key words: ketone arylhydrazone, nitric oxide, α-nitro azo-compound

Cite this article

YANG De-Suo, GUO Ya-Ning, ZHU Hai-Yun, WU Long-Min. Azotization and Nitration Reaction of Ketone Arylhydrazones with Ni-tric Oxide[J]. Chin. J. Org. Chem., 2010, 30(12): 1904-1910.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

[1]	Wang Bing, Li Na, Liu Teng, Wang Ying'ai, Wang Xiaojing, Sun Jie. Research Progress on Synthesis of Nitric Oxide Donor Compounds [J]. Chin. J. Org. Chem., 2017, 37(4): 777-797.
[2]	Liang Guangping, Cao Peixue, Yang Xiuxia, Huang Zhengming, Liu Qingchuan, Liang Guangyi, Xu Bixue. Synthesis and Anti-hepatitis B Virus Activities of Nitric Oxide-Releasing Derivatives of Matijin-Su [J]. Chin. J. Org. Chem., 2014, 34(5): 973-979.
[3]	Wu, Wentao; Li, Rui ; Liu, Qiang ; Wu, Longmin*. Oxidative Aromatization of 1,3,5-Trisubstituted Pyrazolines with Nitric Oxide [J]. Chin. J. Org. Chem., 2009, 29(02): 283-288.
[4]	LI, Mei-Ying ; HE, Xin-Hua; TAO, Lin LIU, He;LI, Hong-Wu; ZHONG, Bo-Hua . Design and Synthesis of Liver Targeted NO-Releasing Drugs with Bile Acids as Carriers [J]. Chin. J. Org. Chem., 2008, 28(12): 2170-2174.
[5]	LIU Zhong-Quan^,a,SHANG Xiao-Jie^b,LUO Hai-Qing^a,ZHOU Bo^b WU Long-Min^,b. Progress in Chemistry of Nitric Oxide [J]. Chin. J. Org. Chem., 2006, 26(9): 1317-1321.
[6]	WANG Bin*^,1,2,SU Xi-Sheng²,ZHANG Sheng-Hua. Structure of Nitric Oxide Synthase and Its Catalytic Mechanism [J]. Chin. J. Org. Chem., 2005, 25(03): 342-345.

酮腙与一氧化氮的偶氮-硝化反应

Azotization and Nitration Reaction of Ketone Arylhydrazones with Ni-tric Oxide

PDF

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 6

Recommended Articles

Metrics

Comments