40029-93-4

Usage

Synthesis Reference(s)

Tetrahedron, 47, p. 9901, 1991 DOI: 10.1016/S0040-4020(01)80726-2

Upstream product

• 611-13-2 2-furoic acid methyl ester 
• 107-15-3 ethylenediamine 
• 88-14-2 2-furanoic acid 
• 98-01-1 furfural 
• 83286-30-0 2-(2-furyl)-4,5-dihydro-4,4-dimethyl-1,3-oxazole 
• 617-90-3 2-furancarbonitrile 
• 139214-99-6 2-(2-furyl)-3,4,4-trimethyloxazolinium iodide 
• 83286-35-5 N-(1,1-dimethyl-2-hydroxyethyl)furan-2-carboxamide 
• 527-69-5 2-furancarbonyl chloride 

Downstream Products

• 139215-10-4 α-phenyl-2-<(4,5-dihydroimidazol-2-yl)furan>-3-methanol 
• 1440421-59-9 C₁₄H₁₂N₂O₃S 
• 1440421-36-2 C₁₄H₁₄N₂O₃S 
• 1375748-21-2 C₁₇H₁₄N₄O 
• 1375748-23-4 C₁₄H₁₀FN₃O 
• 127702-55-0 1-methyl-2-(5-formyl-2-furyl)imidazole 
• 127702-53-8 1-methyl-2-(5-bromo-2-furyl)imidazole 
• 89795-49-3 2-(2-furyl)imidazole 
• 139215-09-1 α,α-diphenyl-2-<(4,5-dihydroimidazol-2-yl)furan>-3-methanol 

Relevant academic research and scientific papers

Colloid and nanosized catalysts in organic synthesis: XIII. Synthesis of 2-R-2-imidazolines catalyzed by copper and iron oxide nanoparticles

The reaction of carboxylic acids with ethylenediamine catalyzed by copper or iron oxide nanoparticles proceeds at 80°C with azeotropic water distilling off during 2-8 h to form 2-R-2-imidazolines. Acyl and diacyl derivatives of ethylenediamine are formed in the reaction as side products.

Efficient synthesis of 2-imidazolines in the presence of molecular iodine under ultrasound irradiation

An efficient one-pot synthesis process for preparing 2-imidazolines from aldehydes and ethylenediamine using molecular iodine and potassium carbonate in absolute ethanol at 25-30°C under ultrasound irradiation is described. The synthetic strategy has the following advantages: mild conditions and low costs requirements, readily available catalyst, short reaction times, simplicity of operation, and good-to-excellent yields.

Pd-catalyzed N-arylation of 2-imidazolines provides convenient access to selective cyclooxygenase-2 inhibitors

The re-emergence, in the recent years, of cyclooxygenase as a biological target in therapeutic areas other than inflammation is likely to require new optimized leads, particularly suited for the requirements of specific drug development programs. We devel

Novel diversely substituted 1-heteroaryl-2-imidazolines for fragment-based drug discovery

A palladium-catalyzed Buchwald-Hartwig arylation protocol has been applied to achieve high-yielding N-heteroarylation of a diverse set of privileged 2-imidazolines. The resulting compounds are of interest as a novel type of molecular tool for fragment-bas

Ultrasound promoted synthesis of 2-imidazolines in water: A greener approach toward monoamine oxidase inhibitors

A series of sixteen 2-substituted-2-imidazolines (where the substituent R = Ph, Me-4-Ph; MeO-4-Ph; (MeO)2-3,4-Ph; (MeO)3-3,4,5-Ph; Ph-4-O-C(O)-Ph; Cl-4-Ph; Cl-2-Ph; Cl2-2,4-Ph; NO2-4-Ph; NO2-3-Ph; Naphth-2-yl; Fur-2-yl; Benzofur-2-yl; Pyridin-2-yl; Quinolin-2-yl) has been synthesized from the reaction of the substituted-aldehydes and ethylenediamine by ultrasound irradiation with NBS in an aqueous medium in high yields (80-99%). The 2-imidazoline ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO) was investigated and some of them showed potent and selective MAO inhibitory activity especially for the MAO-B isoform and could become promising candidates for future development.

Synthesis of furanyl and oxazolyl N-substituted piperidine and imidazoline salts as potential agonists of M1 muscarinic receptors

(Chemical Equation Presented) Furanyl and oxazolyl N-substituted imidazoline salts were prepared by reacting furanyl and oxazolyl esters with ethylenediamine and trimethyl aluminum, followed by the addition of methyl iodide or hydrogen chloride. The piperidinium salts were prepared by treating furanyl and oxazolyl chlorides with piperidine base, followed by the addition of methyl iodide or hydrogen chloride.

Synthesis and pharmacological evaluation of imidazoline sites I1 and I2 selective ligands

Several series of 2-aryl or heterocyclic-imidazoline compounds have been prepared and evaluated in vitro as imidazoline sites (I1 and I2) and α-adrenergic (α1 and α2) receptor ligands. Their pKi values indicate that linkage of the imidazoline moiety at the 2-position with an aromatic substituent dramatically decreases α-adrenergic affinity. I1 sites are more accessible by phenyl imidazolines substituted by a methyl or a methoxy group at the ortho or meta position. Indeed, 2-(2′-methoxyphenyl)-imidazoline (17) is one of the best I1 ligands ever reported (pKi=8.53 and I1/I2>3388). On the other hand, I2 selectivity increases in the presence of a methyl group in the para position. The original compound, 2-(3′-fluoro-4′-tolyl)-imidazoline (31) is a new potent ligand for the I2 sites with high selectivity (pKi=8.53 and I2/I1>3388). Copyright

Directed metallation studies on 2-(2-heteroaryl)imidazolines: Synthesis of some 2,3-disubstituted thiophenes and furans

A general method for the synthesis of 2-(2-heteroaryl)imidazolines (1a-c) has been developed and subsequent metallation studies have shown the imidazole group to be a strong director of ortho-metallation. The synthetic utility of lithio intermediates (5) and (7) has been shown by reaction with a series of electrophiles.