Studies on the Synthesis of 2-(2-Bromophenyl)oxazoline

Abstract

Abstract: The synthetic method for 2-(2-bromophenyl)oxazoline was modified. The condensation reaction of N-(β -hydroxyethyl)-o-bromobenzamide to corresponding oxaozoline is performed by using SOCl₂, not NaH reagent, with a elevated yield of up to 84%. The experimental results show that the reaction temperature has a great influence on the oxazoline yield. The oxazoline yield drop obviously with the rising of the reaction temperature and at room temperature hardly any oxazoline product formed. Based on the results obtained, it is presumed that ehe oxazoline ring was formed via an imide tautermer intermediate.

Key words: 2-(2-Bromophenyl)oxazoline, Condensation, Heterocyclic compound

CLC Number:

O626.27

TrendMD:

LIU Chun, JIANG Jing-Yang, LIU Xiao-Hang, JIN Zi-Lin . Studies on the Synthesis of 2-(2-Bromophenyl)oxazoline[J]. Chem. J. Chinese Universities, 1999, 20(4): 569.

[1]	GAO Wenxiu, LYU Jieqiong, GAO Yongping, KONG Changjian, WANG Xueping, GUO Shengnan, LOU Dawei. Preparation of Ethyl α⁃Cyanocinnamate Catalyzed by Nitrogen-rich Porous Organic Polymers [J]. Chem. J. Chinese Universities, 2022, 43(6): 20220078.
[2]	WANG Meiyin, HUANG Daofeng, CHEN Xin, ZHOU Junfu, REN Yuanhang, YE Lin, YUE Bin, HE Heyong. Liquid Phase Assembly of Mesoporous Cs_xH_3-_xPW₁₂O₄₀ and Characterization of Their Acidity [J]. Chem. J. Chinese Universities, 2021, 42(9): 2734.
[3]	LIN Yucai,PEI Wenle,SUN Ruoxuan,GAO Chunlei,CHEN Jipeng,ZHENG Yongmei. Droplet Condensation on Surfaces with Special Wettability^† [J]. Chem. J. Chinese Universities, 2019, 40(6): 1236.
[4]	DONG Xiangyang,NIU Xiaoqing,WEI Jishi,XIONG Huanming. One-step Hydrothermal Synthesis of Copper Doped Carbon Dots and Their Application in White Light Devices^† [J]. Chem. J. Chinese Universities, 2019, 40(6): 1288.
[5]	GAO Jing,HUANG Keke,ZHANG Xianlong,SUN Yu,FENG Shouhua. Robust Self-assembly Properties of Glyceryl Decanoates Synthesized Under Wetting and Drying Cycles^† [J]. Chem. J. Chinese Universities, 2018, 39(5): 849.
[6]	ZHU Lei,HAN Junyan,CHANG Haizhen,QIU Yuyuan,ZHANG Yanan,PENG Danni,HU Wei,MIAO Shaobin. Different Pathways for the Cyclocondensation Reactions of 1,2-Diamine and 1,2-Diketone^† [J]. Chem. J. Chinese Universities, 2018, 39(12): 2686.
[7]	LI Jiangtao, LIU Shujing, GU Fang, WANG Haijun. Adsorption-desorption of Hydrogen Bonding Fluid Confined in a Spherical Cavity: the Role of Surface Regulation^† [J]. Chem. J. Chinese Universities, 2016, 37(9): 1710.
[8]	WU Binquan, WANG Sheng, HUANG Liang, QIN Feng, HUANG Zhen, XU Hualong, SHEN Wei. Preparation of Ce Modified Mg-Al Mixed Metal Oxides by Aqueous Reconstruction for Vapor Self-condensation of Acetone^† [J]. Chem. J. Chinese Universities, 2016, 37(4): 745.
[9]	XU Gaofei, LIU Yanhong, YANG Xinling, WANG Daoquan, YUAN Dekai. Synthesis and Biological Activity of Novel Dicyano-containning Cyclopropane-1-carboxamides^† [J]. Chem. J. Chinese Universities, 2016, 37(3): 486.
[10]	ZHANG Yanmei, ZHANG Jing, LI Xiaofang, CHU Gang, TIAN Miaomiao, QUN Chunshan. Preparation of Fe₃O₄@IRMOF-3/Pd and its catalytic performances as a Heterogeneous Multifunctional Catalyst [J]. Chem. J. Chinese Universities, 2016, 37(3): 573.
[11]	PAN Liya, LI Zhifeng, NI Yuxiang, YAO Zhengang, YU Zhiping, WU Wenkang, YING Anguo. Knoevenagel Condensation Catalyzed by Novel Acidic Ionic Liquid [J]. Chem. J. Chinese Universities, 2015, 36(1): 81.
[12]	SHI Huimin, WANG Hui, YIN Jinwei, ZHU Qingyun, WU Ping, Tang Yawen, Zhou Yiming, Lu Tianhong. Preparation and Lithium Storage Performance of MWCNT@SiO₂ Coaxial Nanocables^† [J]. Chem. J. Chinese Universities, 2015, 36(1): 175.
[13]	LI Yongqiang, SONG Yongcai. Synthesis and Spinnability of the High Softening-point Polycarbosilane^† [J]. Chem. J. Chinese Universities, 2014, 35(10): 2272.
[14]	WANG Xue-Yan, HUA Wei-Ming, YUE Ying-Hong, GAO Zi. Porous Phosphate Heterostructure Materials as Green Catalysts in Prins Condensation [J]. Chem. J. Chinese Universities, 2013, 34(8): 1913.
[15]	SA Zong-Peng, LIU Yan-Jing, LI Ya-Peng, ZHU Ming, LI Yu-Xiang, WANG Jing-Yuan. One-pot Synthesis and Characterization of Diblock Copolymer via Combining Enzymatic and ATRP [J]. Chem. J. Chinese Universities, 2013, 34(7): 1770.

Studies on the Synthesis of 2-(2-Bromophenyl)oxazoline

PDF (PC)

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments