3636-65-5

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-[(4-CHLOROPHENYL)SULPHONYL]ACETATE is used as a pharmaceutical intermediate for the synthesis of various drugs and active pharmaceutical ingredients. Its sulfonyl group provides it with potential medicinal properties, making it a valuable component in the development of new medications.
Used in Agricultural Industry:
ETHYL 2-[(4-CHLOROPHENYL)SULPHONYL]ACETATE is used in the production of insecticides and herbicides. Its chemical properties make it a useful component in the development of effective and safe agricultural chemicals to protect crops and control pests.

InChI:InChI=1/C10H11ClO4S/c1-2-15-10(12)7-16(13,14)9-5-3-8(11)4-6-9/h3-6H,2,7H2,1H3

Upstream product

• 64-17-5 ethanol 
• 3405-89-8 2-(4-chloro-phenylsulfonyl)acetic acid 
• 52377-68-1 ethyl 2-(p-chlorophenylthio)acetate 
• 105-39-5 chloroacetic acid ethyl ester 
• 3405-88-7 (4-chlorophenylthio)acetic acid 
• 106-54-7 p-Chlorothiophenol 
• 105-36-2 ethyl bromoacetate 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 623-73-4 diazoacetic acid ethyl ester 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 2751-25-9 p-chlorophenylsulfonyl hydrazide 
• 141-97-9 ethyl acetoacetate 
• 74-96-4 ethyl bromide 

Downstream Products

• 106307-41-9 3-(4-Chlorophenylsufonylmethyl)-5-mercapto-1,2,4-triazole 
• 75850-39-4 (E)-2-(4-Chloro-benzenesulfonyl)-3-ethoxy-acrylic acid ethyl ester 
• 36107-11-6 ((4-chlorophenyl)sulfonyl)acetohydrazide 
• 106307-42-0 3-(4-Chlorophenylsufonylmethyl)-5-methylthio-1,2,4-triazole 
• 1004770-08-4 2-(4-chloro-benzenesulfonyl)-2-methyl-propionic acid ethyl ester 
• 66074-01-9 3,4-bis(4-chlorobenzene-1-sulfonyl)furoxan 

Relevant academic research and scientific papers

Expedient discovery for novel antifungal leads: 1,3,4-Oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment

Developing novel fungicide candidates are intensively promoted by the rapid emergences of resistant fungi that outbreak on agricultural production. Aiming to discovery novel antifungal leads, a series of 1,3,4-oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment were constructed for evaluating their inhibition effects against phytopathogenic fungi in vitro and in vivo. Systematically structural optimizations generated the bioactive molecule I32 that was identified as a promising inhibitor against Rhizoctonia solani with the in vivo preventative effect of 58.63% at 200 μg/mL. The observations that were captured by scanning electron microscopy and transmission electron microscopy demonstrated that the bioactive molecule I32 could induce the sprawling growth of hyphae, the local shrinkage and rupture on hyphal surfaces, the extreme swelling of vacuoles, the striking distortions on cell walls, and the reduction of mitochondria numbers. The above results provided an indispensable complement for the discovery of antifungal lead bearing a quinazolin-4(3H)-one and 1,3,4-oxadiazole fragment.

Modular Synthesis of Carbon-Substituted Furoxans via Radical Addition Pathway. Useful Tool for Transformation of Aliphatic Carboxylic Acids Based on "build-and-Scrap" Strategy

Utilizing radical chemistry, a new general C-C bond formation on the furoxan ring was developed. By taking advantage of the lability of furoxans, a wide variety of transformation of the synthesized furoxans have been demonstrated. Thus, this developed methodology enabled not only the modular synthesis of furoxans but also short-step transformations of carboxylic acids to a broad range of functional groups.

Synthesis and biological evaluation of 2-(4-substituted benzene-1-sulfonyl)-N'-(substituted-1-sulfonyl)acetohydrazide as antibacterial agents

In this study, a series of new sulfone derivatives containing a sulfonohydrazide moiety were synthesized and their structures were determined using 1H NMR, 13C NMR, and HRMS. Then, the in vitro antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas axonopodis pv. citri (Xac) were evaluated by performing turbidimeter test. Bioactivity results showed that compound 2-(4-fluorobenzene-1-sulfonyl)-N′-(4-fluorobenzene-1-sulfonyl)acetohydrazide (5g) revealed the best antibacterial activities against Xoo and Xac, with the 50percent effective concentration (EC50) values of 25 and 36?μg/mL, respectively, which were superior to those of thiodiazole copper (110 and 230?μg/mL, respectively) and bismerthiazol (84 and 146?μg/mL, respectively).

Method for preparing beta-carbonyl sulfone

The invention discloses a method for preparing beta-carbonyl sulfone. The preparation method comprises the following steps: by taking an alpha-carbonyl diazo compound and sodium arylsulfinate as reaction substrates, cheap silver nitrate as an optimal catalyst, 1, 10-phenanthroline as a ligand and potassium persulfate as an oxidant, carrying out coupling reaction in a mixed solvent of acetonitrileand water to obtain the beta-carbonyl sulfone compound. Compared with the prior art, the method has the advantages of wide reaction substrate range, short reaction time, high reaction yield, mild reaction conditions and the like. Non-toxic and harmless reagents are used as reaction raw materials, so that the method is harmless to the environment and meets the requirements of modern green chemicaldevelopment. Post-reaction treatment is simple, and separation and purification are facilitated. In addition, the reaction can realize gram-scale synthesis, and lays a foundation for practical application.

Cross coupling of sulfonyl radicals with silver-based carbenes: A simple approach to β-carbonyl arylsulfones

A coupling reaction between sulfonyl radicals and silver-based carbenes has been well established. This simple radical-carbene coupling (RCC) process provided an efficient approach to a variety of β-carbonyl arylsulfones from sodium arylsulfinates and diazo compounds, and was characterized by wide substrate scope, easy scale-up, simple manipulation, accessible starting materials, and mild reaction conditions.

Switching of Sulfonylation Selectivity by Nature of Solvent and Temperature: The Reaction of β-Dicarbonyl Compounds with Sodium Sulfinates under the Action of Iron-Based Oxidants

Selectivity of sulfonylation of β-keto esters with sodium sulfinates under the action of iron(III) salts as oxidants can be regulated by the type of solvent used and the reaction temperature. α-Sulfonyl β-keto esters are obtained when the process is conducted in THF/H2O solution at 40 °C. The change of the solvent to iPrOH/H2O and refluxing of a reaction mixture provides α-sulfonyl esters – the products of successive sulfonylation-deacylation. When β-diketones are applied as starting materials, only α-sulfonyl ketones are formed. The reaction pathway includes sulfonylation of dicabonyl compounds under the action of Fe(III) to form α-sulfonylated dicarbonyl compounds, which are then attacked by a solvent as the nucleophile, resulting in the products of successive sulfonylation-deacylation. Participation of the solvent in the reaction pathway determines the products structure.

Design, Synthesis, and Evaluation of New Sulfone Derivatives Containing a 1,3,4-Oxadiazole Moiety as Active Antibacterial Agents

This study aimed to synthesize some new sulfone derivatives containing a 1,3,4-oxadiazole moiety and investigate their in vitro antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas axonopodis pv. citri (Xac), the pathogens

2,5-substituent-1,3,4-oxadiazole sulfone derivative as well as preparation method and application thereof

The invention discloses a 2,5-substituent-1,3,4-oxadiazole sulfone derivative as well as a preparation method and application thereof. The 2,5-substituent-1,3,4-oxadiazole sulfone derivative has a general formula shown in a formula (I), wherein R1 is 4-chlorine or 4-fluorine; and R2 is methyl, ethyl, propyl, n-butyl, n-pentyl, benzyl, 4-chlorobenzyl or 4-fluorobenzyl. The 2,5-substituent-1,3,4-oxadiazole sulfone derivative disclosed by the invention has good activity on rice bacterial leaf blight and xanthomonas citri and is simple in structure, simple in preparation technology and low in production cost. (The formula (I) is described in the specification).

2. 5 - Substituted - 1, 3, 4 - oxadiazoles double-sulfones derivatives, preparation method and application thereof (by machine translation)

The invention discloses a 2, 5 - substituted - 1, 3, 4 - oxadiazoles double-sulfones derivatives, preparation method and application thereof, having formula (I) of the general formula, wherein: R1 For the 4 - chloro or 4 - fluoro; R2 For hydroxy, methyl, ethyl, benzyl, 4 - benzylic or 4 - fluorobenzyl. The invention relates to a rice BLB and citrus ulcer bacteria has better activity, the structure is simple, the preparation process is simple, the production cost is low. (by machine translation)

Efficient synthesis of aliphatic sulfones by Mg mediated coupling reactions of sulfonyl chlorides and aliphatic halides

Sulfonyl chlorides were reduced to anhydrous sulfinate salts with magnesium under sonication. These sulfinates were alkylated to sulfones with alkyl chlorides in the presence of catalytic sodium iodide under sonication. A variety of aliphatic sulfones was efficiently prepared by this one-pot two-step procedure.