53757-29-2

Usage

InChI:InChI=1/C8H6N2O3S/c1-5-9-6(4-14-5)7-2-3-8(13-7)10(11)12/h2-4H,1H3

Upstream product

• 73672-70-5 2-methyl-4-(5-bromo-2-furyl)thiazole 
• 645-12-5 5-nitro-2-furoic acid 
• 25084-14-4 5-nitrofuran-2-carboxylic chloride 
• 17357-32-3 2-bromo-1-(5-bromofuran-2-yl)ethanone 
• 5579-95-3 2-(α-chloroacetyl)-5-nitrofuran 
• 62-55-5 thioacetamide 
• 15057-21-3 2-bromo-1-(5-nitro-[2]furyl)-ethanone 
• 492440-71-8 2-methyl-4-(2-furyl)thiazole 

Relevant academic research and scientific papers

Thiocyanation, halogenation, dehalogenation, transhalogenation, and nitration of 2-substituted 4-(2-furyl)thiazoles

Bromination and thiocyanation of 2-amino- and 2-acetylamino-4-(2-furyl)thiazoles when 1 mol of reagent is used at 10°C are directed to the 5 position. Formation of 5′-bromo-substituted derivatives when the reaction temperature is raised is the result of a secondary, thermodynamically controlled process. Monohalogenation and mononitration of 4-(2-furyl)-2-methylthiazole are directed to the 5′ position. Nitration of 2-acetylamino-4-(5-nitro-2-furyl)thiazole by a nitrating mixture is accompanied by oxidative cleavage of the 5-nitrofuran moiety and leads to formation of 5,5′- and 3′,5′-dinitro derivatives.

Synthesis and Antitubercular Activity of 4-(5-Nitro-2-furyl/2-pyrazinyl/1-adamantyl)-2-(alkyl/aryl/arylamino)thiazoles

The reaction of haloketones, obtained from Arndt-Eistert reaction on the acid chlorides of 1-adamantane, 5-nitrofuroic acid and pyrazine-2-carboxylic acid, with different thioamides and thioureas affords the title thiazoles (I-III).Some of them exhibit interesting antitubercular activity at 6.25 to 0.38 μg/ml concentration against H37Rv strain of M. tubercolosis in vitro testing.The structure activity relationship (SAR) has also been discussed.