3970-28-3Relevant academic research and scientific papers
Method for preparing 5-methylthienyl-2-thiol from levulinic acid
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Paragraph 0019; 0046; 0047, (2017/01/05)
The invention provides a method for preparing 5-methylthienyl-2-thiol from levulinic acid, relating to thiophene compounds. The method comprises the following steps: adding levulinic acid into a solvent, and adding a Lawesson reagent to react; washing the product with an alkali, neutralizing 4-methoxyphenylphosphonic acid to obtain a salt, and transferring the salt into a water phase, wherein the target product 5-methylthienyl-2-thiol is retained in an organic phase and separated from the 4-methoxyphenylphosphonic acid; and carrying out reduced pressure distillation on the organic phase to obtain the 5-methylthienyl-2-thiol. The raw material reacts with the Lawesson reagent, and the 5-methylthienyl-2-thiol can be prepared by a cascade thionation-cyclization-isomerization process in one reaction procedure, so the steps are simple. The sodium carbonate or sodium bicarbonate solution is used for washing, so that the Lawesson reagent residue 4-methoxyphenylphosphonic acid can be effectively removed on the premise of not influencing the target product 5-methylthienyl-2-thiol. The obtained product has abundant reaction sites, such as aromatic thiophene rings, mercapto groups and the like, and has high plasticity.
Tandem thionation of biomass derived levulinic acid with Lawesson's reagent
Li, Zheng,Tang, Xing,Jiang, Yetao,Zuo, Miao,Wang, Yangjun,Chen, Wei,Zeng, Xianhai,Sun, Yong,Lin, Lu
, p. 2971 - 2975 (2016/06/06)
Herein we report a tandem thionation of biomass derived levulinic acid (LA) to generate thiophenic compounds. LA is initially converted to several thiophenones and then an aromatic di-thionated product, 5-methylthiophene-2-thiol, is obtained with the highest yield of 78%. An overall synthesis of thiophenic products from cellulose is also developed.
