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Chemcial Industry and Engineering 2020, Vol. 37 Issue (4) :7-14    DOI: 10.13353/j.issn.1004.9533.20191604
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Catalytic Synthesis of 4-Acetamidobenzenesulfinic Acid by Ionic Liquids in One Step
Liang Xiaotong, Li Guobing, Shen Jinghua, Zhang Xubin
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China

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Abstract Ionic liquids, as a new kind of green catalysts with excellent solvent performance and catalytic activity, have been widely used in various reactions. A new one-step synthesis process of 4-acetamidobenzenesulfinic acid using acetanilide and SO2 has been developed in this article. Ionic liquid acts as both solvents and catalysts in the reaction. The one-step synthesis of 4-acetamidobenzenesulfinic acid from various ionic liquids are investigated. Triethylamine hydrochloride/AlCl3 is selected as the optimum ionic liquid. The effects of the molar ratio of triethylamine hydrochloride/AlCl3, reaction temperature and reaction time on its catalytic performance are further investigated. The real active component of ionic liquids in the reaction is[Al2Cl7]-. The optimum reaction conditions for the synthesis of 4-acetamidobenzenesulfinic acid catalyzed by ionic liquids in one step are as follows:reaction temperature 90℃, reaction time 4 h, triethylamine hydrochloride/AlCl3 molar ratio 0.55:1.00 (denoted as 0.55Et3NHCl/AlCl3). Under the optimum reaction conditions, the liquid yield reached 89.55%. The target product is analyzed by IR, LC-MS and 1H NMR.
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Liang Xiaotong
Li Guobing
Shen Jinghua
Zhang Xubin
Keywords4-acetamidobenzenesulfinic acid;   acetanilide;   ionic liquid     
Received 2019-06-25;
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Liang Xiaotong, Li Guobing, Shen Jinghua, Zhang Xubin.Catalytic Synthesis of 4-Acetamidobenzenesulfinic Acid by Ionic Liquids in One Step[J]  Chemcial Industry and Engineering, 2020,V37(4): 7-14
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