69932-49-6

Upstream product

• 99-90-1 para-bromoacetophenone 
• 100-52-7 benzaldehyde 
• 109-77-3 malononitrile 
• 1570194-60-3 1-(4-bromophenyl)ethan-1-one O-pivaloyl oxime 
• 1774-66-9 3-(4-bromophenyl)-1-phenylprop-2-en-1-one 
• 2403-27-2 1-(4-bromophenyl)-3-phenyl-2-propen-1-one 

Downstream Products

• 1370256-01-1 1-[6-(4-bromophenyl)-3-cyano-4-phenylpyridin-2-yl]-5-oxopyrrolidine-3-carboxylic acid 

Relevant academic research and scientific papers

β-Cyclodextrin: A supramolecular catalyst for metal-free approach towards the synthesis of 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1 H)-one

β-Cyclodextrin, a green and widespread supramolecular catalyst, has been explored as a highly proficient promoter for the metal-free one-pot multi-component synthesis of a vast range of highly functionalized bioactive heterocyclic moiety, 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1H)-one, from easily available precursor aldehydes. The main endeavor of these protocols is to explore this organic supramolecule in one-pot multi-component synthesis. Absence of metal catalyst or toxic acid and harsh reaction conditions, excellent functional group tolerance, inexpensive, greener and environmentally safe protocol are the key advantages of this work.

Sulfonic acid supported phosphonium based ionic liquid functionalized SBA-15 for the synthesis of 2-amino-3-cyano-4,6-diarylpyridines

The surface of SBA-15 was functionalized using diphenylphosphine and then it was treated with butane sultone and sulfuric acid to obtain Bronsted acid HO3S-phosphonium based ionic liquid functionalized SBA-15 with 4-methylbenzenesulfonate (p-TS

Novel Bu4N+Br- catalyzed one-pot multi-component synthesis of 2-amino nicotinonitriles in aqueous medium

Abstract An efficient single-pot strategy for 2-amino nicotinonitrile derivatives 5 has been developed by multi-component reaction of arylaldehydes 1, methylketones 2, malononitrile 3, and ammonium acetate 4 using tetrabutyl ammonium bromide as catalyst in aqueous medium.

Divergent syntheses of 2-aminonicotinonitriles and pyrazolines by copper-catalyzed cyclization of oxime ester

Copper-catalyzed cyclization of an oxime ester toward divergent heterocycle synthesis is reported. Oxime ester serves as an enamine precursor to cyclize with malononitrile and aldehydes for access to 2-aminonicotinonitriles in a one-pot reaction, while cyclizing with N-sulfonylimines leads to synthesis of pyrazolines.

Aqueous media preparation of 2-amino-4,6-diphenylnicotinonitriles using cellulose sulfuric acid as an efficient catalyst

A convenient approach to the synthesis of 2-amino-4,6- diphenylnicotinonitriles via four-component reaction of aromatic aldehydes, acetophenone derivatives, malononitrile and ammonium acetate is described. The reactions were done in water as solvent using cellulose sulfuric acid as catalyst. This simple protocol offer advantages such as shorter reaction times, simple work-up procedure, excellent yields and catalyst recovery.

A concise and versatile synthesis of 2-amino-3-cyanopyridine derivatives in 2,2,2-trifluoroethanol

Trifluoroethanol (TFE) is found to be an efficient and recyclable medium in promoting one-pot, four-component coupling reactions of aldehydes, ketones, malononitrile, and ammonium acetate to afford the corresponding 2-amino-3-cyanopyridine derivatives in high yields. The solvent (TFE) can be readily separated from reaction products and recovered in excellent purity for direct reuse.

Design, synthesis and evaluation of anticonvulsant activity of pyridinyl-pyrrolidones: A pharmacophore hybrid approach

Various 1-[6-(4-substituted phenyl)-3-cyano-4-(substituted phenyl)-pyridin-2-yl]-5-oxopyrrolidine-3-carboxylic acids (3a-t) were designed and synthesized by clubbing pyrrolidinones and pyridines, the two active anticonvulsant pharmacophores. All the synthesized compounds fulfilled the requirements of suggested pharmacophoric model for anticonvulsant activity. Their in vivo anticonvulsant evaluation was performed by maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ) tests. The minimal motor impairment was assessed by rotorod test and the estimation of various liver enzymes was performed to check the magnitude of liver toxicity posed by the synthesized compounds. Compounds 3d and 3k displayed comparable anticonvulsant activity to the standard drugs with ED50 values of 13.4 and 18.6 mg/kg in electroshock screen, repectively. The compounds 3d and 3k were also found to have encouraging anticonvulsant activity (ED50 = 86.1 and 271.6 mg/kg, respectively) in scPTZ screen. Interestingly, they did not show any sign of motor impairment at the maximum dose administered and were not toxic to the liver.

'One pot' synthesis of 2-amino-3-cyano-4,6-diarylpyridines under ultrasonic irradiation and grindstone technology

A simple facile 'one pot' synthesis of 2-amino-3-cyano-4,6-diarylpyridine derivatives via three component reaction of chalcone, malanonitrile and ammonium acetate under ultrasonic irradiation and grindstone technology. All the synthesized compounds have been characterized on the basis of their elemental analyses and spectral data (IR, 1H NMR, 13C NMR and Mass).