18212-22-1

Usage

Chemical Properties

Orange solid

InChI:InChI=1/C9H8N2OS/c1-12-8-4-2-7(3-5-8)9-6-13-11-10-9/h2-6H,1H3

Upstream product

• 25445-81-2 N-ethoxycarbonyl-(4-methoxyacetophenone)hydrazone 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1402671-84-4 C₁₈H₂₇N₄O₃S⁽¹⁺⁾*CF₃O₃S^(1-) 
• 32117-52-5 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine 
• 1592482-76-2 N′-(2-chloro-1-(4-methoxyphenyl)ethylidene)benzohydrazide 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 120445-97-8 C₁₀H₁₃N₃O₂ 

Downstream Products

• 18212-49-2 1-Ethoxycarbonylthio-2-p-methoxy-phenylethin 
• 93515-91-4 N-[4-(4-Methoxy-phenyl)-[1,3]dithiol-(2Z)-ylidene]-4-methyl-benzamide 
• 80676-02-4 potassium 2-p-methoxyphenylethynethiolate 
• 150398-93-9 (E)-thiokohlensaeure-O-ethyl-S-<2-(4-methoxyphenyl)ethenyl>-diester 
• 93515-93-6 [4-(4-Methoxy-phenyl)-[1,3]dithiol-(2Z)-ylidene]-carbamic acid ethyl ester 
• 132606-79-2 2-(4-Methoxy-phenylethynylsulfanyl)-1-phenyl-ethanone 
• 93515-90-3 N-[4-(4-Methoxy-phenyl)-[1,3]dithiol-(2Z)-ylidene]-benzamide 
• 93515-92-5 N-[4-(4-Methoxy-phenyl)-[1,3]dithiol-(2Z)-ylidene]-acetamide 
• 132606-80-5 1-(4-Methoxy-phenylethynylsulfanyl)-propan-2-one 
• 132606-86-1 1-(4-Methoxy-phenylethynylsulfanyl)-2-phenyl-propan-2-ol 
• 132606-85-0 2-(4-Methoxy-phenylethynylsulfanyl)-1,1-diphenyl-ethanol 
• 59834-05-8 4-(4'-hydroxyphenyl)-1,2,3-thiadiazole 
• 140241-19-6 2-phenylimino-4-p-methoxyphenyl-1,3-thiaselenole 
• 54671-35-1 4-(4-Methoxy-phenyl)-2-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-[1,3]dithiole 

Relevant academic research and scientific papers

Metal- and Oxidant-free Electrosynthesis of 1,2,3-Thiadiazoles from Element Sulfur and N-tosyl Hydrazones

A metal- and oxidant-free electrochemical method for synthesizing 1,2,3-thiadiazoles by inserting element sulfur into N-tosyl hydrazones is reported. This electrochemical transformation engages electrons as reagents to achieve redox processes, and avoid e

Coupled Flavin-Iodine Redox Organocatalysts: Aerobic Oxidative Transformation from N-Tosylhydrazones to 1,2,3-Thiadiazoles

A bioinspired two-component redox organocatalyst system using 1,10-bridged flavinium and NH4I was developed to perform environmentally friendly aerobic oxidative ring formation of 1,2,3-thiadiazoles from N-tosylhydrazones and sulfur. The redox

Selective transformations of 2-(p-toluenesulfonyl)-N-tosylhydrazones to substituted 1,2,3-thiadiazoles

Selective transformations of 2-(p-toluenesulfonyl)-N-tosylhydrazones with different sulfur sources have been established. A series of 4-aryl-1,2,3-thiadiazoles and novel 4-aryl-5-tosyl-1,2,3-thiadiazoles were selectively constructed by the adjustment of reaction conditions. These protocols feature short reaction time, good compatibility of functional group, easily available materials, and good selectivity.

I2/CuCl2-promoted one-pot three-component synthesis of aliphatic or aromatic substituted 1,2,3-thiadiazoles

An efficient I2/CuCl2-promoted one-pot three-component strategy for the construction of 1,2,3-thiadiazoles from aliphatic- or aromatic-substituted methyl ketones, p-toluenesulfonyl hydrazide, and potassium thiocyanate has been develo

Preparation method of thiadiazole containing aryl group and alkyl group

The invention discloses a preparation method of thiadiazole containing an aryl group and an alkyl group. Methyl ketone, p-toluenesulfonhydrazide and potassium thiocyanate which are used as a substrateundergo a three-component one-pot reaction in DMSO used

Perylenequinonoid-Catalyzed [4 + 1] and [4 + 2] Annulations of Azoalkenes: Photocatalytic Access to 1,2,3-Thiadiazole/1,4,5,6-Tetrahydropyridazine Derivatives

Nitrogen-containing heterocycles are especially considered "privileged" structural scaffolds for the development of new drugs. However, traditional methods of organic synthesis are mainly based on thermal cycloaddition reaction; thus, the exploration of n

Cascade Trisulfur Radical Anion (S3?-) Addition/Electron Detosylation Process for the Synthesis of 1,2,3-Thiadiazoles and Isothiazoles

Trisulfur radical anion (S3?-) mediated reactions with in situ formed azoalkenes and α,β-usaturated N-sulfonylimines for the construction of 1,2,3-thiadiazoles and isothiazoles has been developed. S3?- is in situ generated from potassium sulfide in DMF. These two approaches provide a new, safe, and simple way to construct 4-subsituted 1,2,3-thiadiazoles, 5-subsituted 1,2,3-thiadiazoles, and isothiazole in good yields. The reactions include the formation of the new C-S and N-S bonds via S3?- addition and electron detosylation under mild conditions.

TBAI-Catalyzed Reaction between N-Tosylhydrazones and Sulfur: A Procedure toward 1,2,3-Thiadiazole

A TBAI-catalyzed reaction between N-tosyl hydrazone and sulfur was developed, leading to 1,2,3-thiadiazoles in moderate to good yields. It represents a facile and practical procedure to access thiadiazole under metal-free conditions. This procedure serves

Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles

A convenient synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles was achieved using an ionic liquid as a novel soluble support. Ionic liquid-supported sulfonyl hydrazine was synthesized and reacted with a number of ketones to afford the corresponding ionic liquid-supported hydrazones that were converted to 1,2,3-thiadiazoles in the presence of thionyl chloride. The reaction of ionic liquid-supported hydrazones with selenium dioxide in acetonitrile afforded 1,2,3-selenadiazoles. The advantages of this methodology were the ease of workup, simple reaction conditions, and high purity.

Traceless solid-phase synthesis of 1,2,3-thiadiazole derivatives from resin-bound acylhydrazine

A novel synthesis of 1,2,3-thiadiazole derivatives using a traceless solid-phase approach is described, in which many kinds of 1,2,3-thiadiazole derivatives were efficiently obtained in good yields and high purities via traceless cyclization cleavage of resin-bound acylhydrazones with thionyl chloride. Copyright Taylor & Francis Group, LLC.