A kind of synthetic method of 2-phenylthiobenzoic acid

Abstract

The invention discloses a synthetic method of 2-thiophenylbenzoic acid. The synthetic method is characterized by including the steps of: 1) dissolving raw materials, comprising phenylboric acid represented as the formula I and thiosalicylic acid represented as the formula II, in an alkaline solution and adding anhydrous ethylenediamine; 2) in the presence of a metal salt catalyst and a ligand, carrying out a heating reaction at higher than 100 DEG C for more than 16 h with TLC tracing detection, and when then reactant, thiosalicylic acid, disappears, the reaction is determined to be finished; 3) naturally cooling the mixture to room temperature to obtain a mother liquid, extracting the mother liquid with ethyl acetate, drying an organic layer with anhydrous magnesium sulfate, and performing reduced-pressure rotary evaporation to remove the solvent and obtain a solid; and 4) purifying the solid crude product through a silica gel column, collecting an eluent, and performing rotary evaporation to dry the eluent to obtain the 2-thiophenylbenzoic acid represented as the formula III. The method is simple in reaction conditions and high in yield, is easy to enlarge in large scale, and is environment-friendly and low-pollution.

Description

technical field [0001] The invention relates to a synthesis method of compounds containing aryl sulfide fragment molecules, in particular to a synthesis method of 2-phenylthiotoluic acid. Background technique [0002] Molecules containing aryl sulfide moieties (that is, organic compounds containing C-S bonds in molecules) are a very important class of compounds. They are not only important structural units of many natural products and biologically active molecules, but also exist in many drug structures, or An important component of many functional polymer materials. Therefore, it is particularly important to construct new C-S bonds from some sulfur-containing compounds with simple structures for the application of such compounds. [0003] In 1901, Ullmann (Ullmann) first reported the synthesis of biaryl hydrocarbons, and the cross-coupling of bonds such as C-N, C-O, and C-S has been reported one after another. This type of coupling reaction is usually collectively referred...

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Problems solved by technology

However, the palladium catalyst itself is expensive, and the phosphorus ligands commonly used in the catalytic system are also relatively expensive. These two reasons greatly limit the application of the palladium catalytic system.

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