- Preparation method of (2-carboxyethyl) dimethyl sulfonium chloride
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The invention belongs to the technical field of feed additives, and particularly relates to a preparation method of (2-carboxyethyl) dimethyl sulfonium chloride, which comprises the following steps: (1) dissolving 3-bromopropionic acid in an organic solvent under stirring conditions, adding sodium methyl mercaptide, carrying out heating reaction, adding water after the reaction finishes, regulating the pH value to 5-6 with hydrochloric acid, and extracting with ethyl acetate; washing an ethyl acetate layer with water after liquid separation, and carrying out rotary evaporation to remove ethylacetate and water to obtain an intermediate 3-(methylthio) propionic acid; and (2) under a stirring condition, adding the intermediate 3-(methylthio) propionic acid synthesized in the step (1) into ethyl acetate, cooling to below 2 DEG C in an ice bath, introducing chloromethane to react, carrying out suction filtration and drying after the reaction is finished to obtain a 2-(carboxyethyl) dimethyl sulfonium bromide crude product, and recrystallizing with absolute ethyl alcohol to obtain the target product (2-carboxyethyl) dimethyl sulfonium chloride. The method is environmentally friendly andeasier to operate, the yield of the synthesized (2-carboxyethyl) dimethyl sulfonium chloride is high, a foul smell pollution production process is abandoned, and the body health of production personnel is guaranteed.
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Paragraph 0017-0019
(2021/01/11)
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- An efficient method for synthesizing dimethylsulfonio-34S-propionate hydrochloride from 34S8
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Dimethylsulfoniopropionate (DMSP, (2-carboxyethyl)dimethylsulfonium) is a highly abundant compound in marine environments. As a precursor to the climatically active gas, dimethylsulfide (DMS), DMSP connects the marine and terrestrial sulfur cycles. However, the fate of DMSP in microbial biomass is not well understood as only a few studies have performed isotopic labeling experiments. A previously published method synthesized 34S-labeled DMSP from 34S8, but the efficiency was only 26% and required five separate reactions, expensive reagents, and purification of the products of each reaction. In this study, a method of synthesizing 34S-labeled DMSP from 34S8 is described. Improvements include elemental steps, inexpensive reagents, purification of only one intermediate, and less time to complete. The efficiency of this method is 65% and results in pure DMSP with more than 98% isotope enrichment as determined by 1H-nuclear magnetic resonance (NMR) and gas chromatography–mass spectrometry (GC–MS).
- Wirth, Joseph S.,Whitman, William B.
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- Synthesis, structure, and antimicrobial activity of (carboxyalkyl)dimethylsulfonium halides
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Reactions of a series of ω-halocarboxylic acids (2-bromo-, 2-chloroethanoic, 3-bromo- and 3-chloropropanoic) with dimethyl sulfide resulted in the formation of stable (carboxylalkyl)dimethylsulfonium bromides and chlorides. Composition and structure of the salts obtained were established by a complex of chemical, physical and physicochemical methods. The sulfonium salts obtained showed high antibacterial and antimycotic activities with respect to the pathogenic microflora of humans and animals.
- Bakhtiyarova, Yu. V.,Bakhtiyarov,Ivshin,Galkina,Krasnyuk,Gerasimov,Kataeva,Galkin
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p. 1903 - 1907
(2017/10/27)
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- Method for preparing dimethyl-beta-propiothetin
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The invention relates to a method for preparing dimethyl-beta-propiothetin (DMPT), and relates to the technical field of organic chemistry. The invention adopts a two-step synthesis method comprising the following steps: firstly, preparing beta-dimethyl mercaptopropionic acid chloride from chloropropionic acid and dimethyl sulfide; and then adding sodium bicarbonate for reaction, and recrystallizing and drying to obtain the DMPT. The invention adopts a unique synthesis method, wherein a yield of an intermediate product synthesized in a first step is 65-84%, and the purity of the product DMPT after purification can reach 96%; and the method provided by the invention is high in purity of the product, simple in synthesis step and suitable for popularization and application.
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Paragraph 0011; 0013; 0015
(2017/12/27)
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- A dimethyl-β-propionic acid [...] method for the preparation of
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The present invention relates to a preparation method for a novel attractant, and in particular relates to a preparation method for dimethyl-beta-sulfonioacetate. The present invention provides a new synthetic route which uses raw materials with wide and abundant sources and low prices. The product obtained according to the synthetic route has high purity, a good color and strong market competitiveness. The preparation method provided in the present invention sequentially comprises the following steps: adopting 3-hydroxypropionic acid as a raw material, protecting the hydroxyl group through reaction with methanesulfonyl chloride, and carrying out reaction with dimethylsulfide and acidification to prepare the dimethyl-beta-sulfonioacetate.
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Paragraph 0008; 0023-0024
(2017/02/09)
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- Activity of sulfonium bisphosphonates on tumor cell lines
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We investigated three series of sulfonium bisphosphonates for their activity in inhibiting the growth of three human tumor cell lines. The first series consisted of 6 cyclic sulfonium bisphosphonates, the most active species having an (average) IC50 of 89 μM. The second consisted of 10 phenylalkyl and phenylalkoxy bisphosphonates, the most active species having an IC50 of 18 μM. The third series consisted of 17 n-alkyl sulfonium bisphosphonates, the most active species having an IC50 of ～240 nM. Three QSAR models showed that the experimental cell growth inhibition results could be well predicted. We also determined the structures of one sulfonium bisphosphonate bound to farnesyl diphosphate synthase, finding that it binds exclusively to the dimethylallyl diphosphate binding site. These results are of interest since they show that sulfonium bisphosphonates can have potent activity against a variety of tumor cell lines, the most active species having IC50 values much lower than conventional nitrogen-containing bisphosphonates.
- Zhang, Yonghui,Hudock, Michael P.,Krysiak, Kilannin,Cao, Rong,Bergan, Kyle,Yin, Fenglin,Leon, Annette,Oldfield, Eric
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p. 6067 - 6079
(2008/09/16)
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