57666-41-8

Upstream product

• 19934-32-8 5-(4'-nitrophenyl)furan-2-carbaldehyde oxime 
• 7147-77-5 5-(4-nitrophenyl)-2-furaldehyde 
• 98-01-1 furfural 
• 100-01-6 4-nitro-aniline 
• 617-90-3 2-furancarbonitrile 
• 4466-24-4 2-Butylfuran 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 350691-74-6 N²-Phenyl-5-(4-nitrophenyl)furan-2-carboximidamide 
• 1425934-38-8 C₃₀H₂₁N₃O₃*ClHO₄ 
• 1425934-37-7 C₃₀H₂₁N₃O₃ 
• 744993-93-9 5-(p-Nitrophenyl)-2-furamidoxime 
• 59589-48-9 O-methyl-5-(4-nitrophenyl)-2-furamidoxime 
• 350692-05-6 N¹-Acetyl-N¹-[5-(4-nitrophenyl)-2-furyl]-N²-phenylurea 

Relevant academic research and scientific papers

Benzenesulfonyl chlorides: Alternative coupling partners for regiocontrolled palladium-catalyzed direct desulfitative 5-arylation of furans

The reactivity of furan derivatives in palladium-catalyzed desulfitative arylation was studied. Alkyl-substituted furan derivatives were successfully coupled with a variety of benzenesulfonyl chlorides using a phosphine-free catalyst; regioselective arylation at C5 of the furan was observed in all cases. This reaction tolerates a wide variety of substituents on the benzenesulfonyl derivative. It should be noted that even bromo- and iodobenzenesulfonyl chlorides were successfully coupled with furan derivatives without cleavage of the C-Br or C-I bonds, thus allowing further transformations. The use of these reactants demonstrates the potential of benzenesulfonyl chlorides as coupling partners to access to functionalized 5-arylfurans.

Low catalyst loading ligand-free palladium-catalyzed direct arylation of furans: An economically and environmentally attractive access to 5-arylfurans

The direct 5-arylation of furans at very low catalyst loading using Pd(OAc)2 as catalyst without added ligand proceed in high yields. Turnover numbers up to 10000 have been obtained for the coupling of several activated aryl bromides. A wide ra

A simple method for the synthesis of 5-substituted 2-cyanofurans

A new method based on the Schmidt reaction was developed for the production of 5-R-2-cyanofurans from 5-R-furfurals.

SYNTHESIS OF 5-SUBSTITUTED CYANOFURANS AND THEIR REACTION WITH HYDRAZINE

Based on the Schmidt reaction, a new method has been developed for the preparation of nitriles in furan series from the corresponding furfural derivatives.Depending on conditions, the reaction of 5-substituted cyanofurans with hydrazine leads to amidrazones, N-aminotriazoles, or 1,2,4,5-dihydrotetrazines.

5-Phenyl-2-furamidines: A new chemical class of potential antidepressants

A series of 5-phenyl-2-furamidines has been synthesized and evaluated for antidepressant activities. Substitution in the phenyl ring with a nitro (4) or an amino (12) group in the ortho-position resulted in an increase in antidepressant activity. Both 4 and 12 antagonized tetrabenazine-induced ptosis in rodents and inhibited norepinephrine (noradrenaline) uptake into crude synaptosomes of whole mouse brain at doses or concentrations comparable to those of the tricyclic antidepressants. However, these compounds did not possess the anticholinergic and antihistaminic activities common to tricyclic antidepressants. In addition, they lacked monoamine oxidase inhibitory activity. The 5-phenyl-2-furamidines represent a new chemical class of antidepressants and may be useful for depressive patients who cannot tolerate the compromising side effects of the tricyclic antidepressants and monoamine oxidase inhibitors.