74597-79-8

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 15908-50-6 3-[di(methylthio)methylene]pentane-2,4-dione 
• 123-54-6 acetylacetone 
• 623-51-8 ethyl 2-sulfanylacetate 
• 105-36-2 ethyl bromoacetate 
• 74597-98-1 ethyl 4-acetyl-5-mercapto-3-methylthiophen-2-carboxylate 
• 74-88-4 methyl iodide 

Downstream Products

• 74597-87-8 4-acetyl-3-methyl-5-methylthiothiophen-2-carboxylic acid 
• 152487-69-9 diethyl 3,4-dimethylthieno<2,3-b>thiophen-2,5-dicarboxylate 
• 74597-83-4 (E)-methyl (5-ethoxycarbonyl-4-methyl-2-methylthio-3-thienyl) O-p-nitrobenzoylketoxime 
• 74597-84-5 C₁₉H₂₁NO₅S₂ 
• 74597-88-9 (E)-methyl (4-methyl-2-methylthio-3-thienyl) O-p-nitrobenzoylketoxime 
• 175202-57-0 ethyl 5-cyano-3,4-dimethylthieno[2,3-b]thiophene-2-carboxylate 

Relevant academic research and scientific papers

4-alkylthio polysubstituted thiophene derivative and synthesis thereof

The invention discloses a method for synthesizing a 4-alkylthio polysubstituted thiophene derivative with potential biological activity. According to the invention, the 4-alkylthio polysubstituted thiophene derivative is generated in one step through intermolecular in-situ generation of sulfur ylide and intramolecular cyclization reaction by using a 3,3-dialkylthiomethylene-1,3-dicarbonyl compoundwith characteristics of easy preparation, structural diversity and multiple reaction centers and a diazo compound as raw materials, has a certain potential pharmaceutical activity, and can be furtherconverted into a functional product. The method has the advantages of easily available raw materials, simple operation, mild synthesis reaction conditions, high reaction efficiency, and diversity offunctional groups.

Copper-Catalyzed Annulative Coupling of S,S-Disubstituted Enones with Diazo Compounds to Access Highly Functionalized Thiophene Derivatives

An efficient protocol toward fully substituted thiophenes and thieno[2,3-b]thiophenes has been developed through CuCl2-catalyzed annulative coupling of S,S-disubstituted enones with diazo compounds under mild conditions. Tetrasubstituted thiophenes and thieno[2,3-b]thiophenes were efficiently accessed by variation of the feed ratio of the reactants in good to excellent yields, respectively. The synthetic methodology has demonstrated the potential for the construction of diverse thiophene derivatives.

Copper(II)-catalyzed Domino Reaction of the Acyclic Ketene-(S,S)-Acetals with Diazo Compounds: Convenient Synthesis of Poly-substituted Thiophenes

Copper(II)-catalyzed domino reaction between the acyclic ketene-(S,S)-acetals and diazo compounds has been successfully developed. This reaction proceeds through a sequential formation of electrophilic copper carbenoid, sulfur ylide and subsequent C?S bon

A convenient synthesis of 2,3,4,5-functionalised thieno[2,3-b]thiophenes

A two steps simple synthesis of 2,3,4,5-functionalised thieno[2,3-b]thiophenes 2-6 from ketene dimethylthioacetals is described.

Substituted isoxazolylthiophene compounds

This invention provides a substituted isoxazolylthiophene compound represented by the formula wherein R1and R2individually represent an alkyl group of 1-5 carbon atoms, R3represents a cyano group or a group CONR5R6(in which R5and R6individually represent a hydrogen atom or an alkyl group of 1-10 carbon atoms), R4represents an alkyl group of 1-5 carbon atoms or a phenyl group, and n is an integer of 0-2, or a salt thereof. The compounds of the invention are useful for the treatment or prevention of various bone diseases or nerve diseases, because they specifically enhance the action of the cell differentiation induction factors found in a living body.

Condensed Isothiazoles. Part 5. Thienoisothiazoles and Thienoisothiazoles

2,3-Disubstituted thiophens containing a sulphur function (SH, SMe, or SCN) and a carbonyl group (CHO or Ac) have been prepared and converted into thienoisothiasoles.Methods used to prepare 1,2-benzisothiazoles are often inapplicable in the thiophen series.For example, an (E)-methyl (2-methylthio-3-thienyl) O-p-nitrobenzoylketoxime (6) in hot diethylene glycol or acetic acid gave the corresponding 3-acetamido-2-methylthiothiophen (15); in concentrated sulphuric acid at - 5 deg C, it gave the Beckmann rearranged product (15) and a thienothiazole (19).Similarly, (E)-methyl (3-methylthio-2-thienyl) O-p-nitrobenzoyl ketoxime (42) gave 2-methylthienothiazole with concentrated sulphuric acid, but with acetic acid it gave the thienoisothiazole (43) and 2-acetamido-3-methylthiothiophen.Heating the (E)-2-mercaptothiophen-3-carbaldoxime (27) in an inert solvent gave the corresponding thienoisothiazole (14); the (E)-3-mercaptothiophen-2-carbaldoxime (47) cyclised in hot AcOH-Ac2O, to give the thienoisothiazole (44).Thienoisothiazoles were also prepared by treating a methyl (2-mercapto-3-thienyl) ketone (21) with chloramine and by heating a 2-iminothieno-3,1,4-oxathiazepine (29) in an inert solvent.The products obtained by selective S-alkylation of 3,5-bis(sodiomercapto)isothiazole-4-carbonitrile with ethyl bromoacetate and iodomethane were cyclised, to give 4-aminothienoisothiazole derivatives (34) and (36).