Citation: TANG Zilong, TAN Jingzhao, CAI Lanqiong, LI Xinxing, LIU Wanqiang. Synthesis and Fungicidal Activity of Novel 2-(Arylaminoethylamino) benzyl Alcohols[J]. Chinese Journal of Applied Chemistry, ;2017, 34(3): 345-353. doi: 10.11944/j.issn.1000-0518.2017.03.160236 shu

Synthesis and Fungicidal Activity of Novel 2-(Arylaminoethylamino) benzyl Alcohols

a.
Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hu'nan University of Science and Technology, Xiangtan, Hu'nan 411201, China
b.
School of Chemistry and Chemical Engineering, Hu'nan University of Science and Technology, Xiangtan, Hu'nan 411201, China

Corresponding author: TANG Zilong, zltang67@aliyun.com
Received Date: 6 June 2016
Revised Date: 25 August 2016
Accepted Date: 18 September 2016

Fund Project: the Subproject of National Key Technology R & D Program No.2011BAE06B01Supported by the National Natural Science Foundation of China No.201372070the Scientific Research Fund of Hu′nan Provincial Education Department No.13K089the Open Project of Key Laboratory of Theoretical Organic Chemistry and Functional Molecules of Ministry of Education No.LKF1302

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2-Aminobenzyl alcohol and its derivatives are a kind of important bifunctional compounds, and has found wide application in organic chemistry and drug synthesis. An efficient and simple method for synthesis of 2-(arylaminoethylamino) benzyl alcohols was described and the fungicidal activities of the target compounds were evaluated in this paper. N-alkylation of 2-aminobenzyl alcohol with bromoacetyl aryl amines produced 2-[(2-hydroxymethylphenyl) amino] acetyl aryl amines 3a~3i, which were reduced by LiAlH₄ giving a series of novel 2-(arylaminoethylamino) benzyl alcohols 5a~5i in 76%~95% yields. All the structures of the target compounds were characterized by the infrared spectroscopy (IR), proton nuclear magnetic resonance spectroscopy (¹H NMR), ¹³C NMR and elemental analysis. Most of compounds show moderate to good fungicidal activities under the testing concentration. Compound 5e shows 73% activity of against Phytophythora capsici.
- (arylaminoethylamino) benzyl alcohol,
- alkylation,
- synthesis,
- fungicidal activity
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