2698-42-2

Usage

Uses

Used in Pharmaceutical Industry:
2-[(2-bromophenyl)methylidene]propanedinitrile is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure and reactivity make it a valuable component in the development of new drugs and medicinal compounds.
Used in Organic Synthesis:
2-[(2-bromophenyl)methylidene]propanedinitrile is used as a reagent in organic synthesis for the preparation of various organic compounds. Its versatility and potential for forming different chemical bonds make it a useful tool in the synthesis of complex organic molecules.

InChI:InChI=1/C10H5BrN2/c11-10-4-2-1-3-9(10)5-8(6-12)7-13/h1-5H

Upstream product

• 6630-33-7 ortho-bromobenzaldehyde 
• 109-77-3 malononitrile 
• 18982-54-2 o-bromobenzyl alcohol 
• 35822-58-3 2-bromobenzaldehyde diethyl acetal 
• 34824-58-3 2-(2-bromophenyl)-1,3-dioxolan 
• 35849-09-3 o-bromobenzaldehyde dimethyl acetal 

Downstream Products

• 1119249-63-6 C₂₉H₂₁BrN₂O₂ 
• 1308874-40-9 (2Z)-ethyl 2-(2-(benzylimino)-4-(2-bromophenyl)-3,3-dicyanocyclopentylidene)acetate 
• 1308874-47-6 (2Z)-ethyl 2-(4-(2-bromophenyl)-3,3-dicyano-2-(4-methoxyphenylimino)cyclopentylidene)acetate 
• 1308874-61-4 (2Z)-ethyl 2-(4-(2-bromophenyl)-3,3-dicyano-2-(2,6-dimethylphenylimino)cyclopentylidene)propanoate 
• 1316040-92-2 6-amino-5-cyano-4-(2-bromophenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole 
• 1449289-89-7 2-amino-1-(tert-butyl)-4-(4-chlorophenyl)-5-(piperidin-1-yl)-1H-pyrrole-3-carbonitrile 
• 1449290-00-9 2-amino-1-benzyl-4-(2-bromophenyl)-5-(tert-butylamino)-1H-pyrrole-3-carbonitrile 
• 1449290-03-2 2-amino-4-(2-bromophenyl)-5-(tert-butylamino)-1-phenethyl-1H-pyrrole-3-carbonitrile 
• 1649438-46-9 tetraethyl 1,10-(1,4-phenylene)bis(6-amino-4-(2-bromophenyl)-5-cyano-1,4-dihydro-pyridine-2,3-dicarboxylate) 

Relevant academic research and scientific papers

Two organic-inorganic hybrid polyoxovanadates as reusable catalysts for Knoevenagel condensation

Two novel organic-inorganic hybrid polyoxovanadates, i.e., [Ni(1-mIM)4(H2O)2][Ni(H2O)5]2V10O28·5.5H2O (compound 1) and [V(O)(1-vIM)4]2

Development of an efficient, one-pot, multicomponent protocol for synthesis of 8-hydroxy-4-phenyl-1,2-dihydroquinoline derivatives

A one-pot quick and efficient multicomponent reaction has been developed for the synthesis of a new series of functionalized 8-hydroxy-4-phenyl-1,2-dihydroquinoline derivatives using 30 mol% ammonium acetate in ethanol as solvent. This economical protocol

Phosphahelicenes in asymmetric organocatalysis: [3+2] cyclizations of γ-substituted allenes and electron-poor olefins

The first use of phosphahelicene in enantioselective organocatalysis is reported. New chiral phosphahelicenes have been prepared and enable highly enantioselective [3+2] cyclization reactions between arylidene- or alkylidenemalononitriles and γ-substituted allenoates or cyanoallenes. These reactions afford cyclopentene derivatives in both high yields and diastereoselectivities, with enantiomeric excesses of up to 97 %.

ZIF-8 crystal coatings on a polyimide substrate and their catalytic behaviours for the Knoevenagel reaction

ZIF-8 crystal coatings were prepared by direct growth on different flexible polyimide substrates including a thin membrane and electrospun nanofiber mat. In SEM pictures, the ZIF-8 crystals exhibit a rhombic dodecahedron morphology. Owing to the flexible

A porphyrin-linked conjugated microporous polymer with selective carbon dioxide adsorption and heterogeneous organocatalytic performances

A new porphyrin-based conjugated microporous polymer with rich nitrogen sites in the skeleton has been synthesized by alkyne-alkyne homocoupling reaction. The Brunauer-Emmett-Teller specific surface area up to 662 m 2 g-1 was obtaine

Nitrogen enriched polytriazine as a metal-free heterogeneous catalyst for the Knoevenagel reaction under mild conditions

A nitrogen enriched (52 wt%) nanoporous polytriazine with a high specific surface area up to 850 m2 g-1 was synthesized by an ultra-fast (30 min reaction time) microwave assisted route using the inexpensive precursors cyanuric chlori

Amino functionalized Zn/Cd-metal-organic frameworks for selective CO2 adsorption and Knoevenagel condensation reactions

Two amino functionalized Metal-Organic Frameworks (MOFs), {[Zn(Py2TTz)(2-NH2-BDC)]·(DMF)}n (1) and {[Cd(Py2TTz)(2-NH2-BDC)]·(DMF)·0.5(H2O)}n (2) (where Py2TTz = 2,5-bis(4-pyridyl)thiazolo[5,4-d]thiazole, 2-NH2-BDC = 2-amino-1,4-benzenedicarboxylate, and DMF = N,N-dimethylformamide), were synthesized and characterized using the primary ligand 2-amino-1,4-benzenedicarboxylic acid (2-NH2-H2BDC) and the auxiliary ligand 2,5-bis(4-pyridyl)thiazolo[5,4-d]thiazole (Py2TTz). They possess similar 2-fold interpenetrated three-dimensional bipillared-layer framework structures composed of typical binuclear metal nodes, 2-NH2-BDC two-dimensional layers and Py2TTz bipillars. Notably, thiazole nitrogen atoms and pendant -NH2 groups are present in channels in the two frameworks. Given their good chemical stabilities, high thermal stabilities, and exposed nitrogen sites, gas adsorption and catalytic experiments of the two MOFs were performed. The results demonstrate that MOF 2 can selectively adsorb carbon dioxide gas; moreover, the two MOFs can be employed as recyclable heterogeneous catalysts for Knoevenagel condensation reactions under solvent-free conditions.

Iodine-mediated diastereoselective cyclopropanation of arylidene malononotriles by 2,6-dimethylquinoline

A novel iodine-mediated reaction of 2,6-dimethylquinoline with Knoevenagel condensation products of malononitrile with benzaldehydes, leading to a facile, one-pot synthesis of 2-aryl-3-(6-methylquinolin-2-yl)cyclopropane-1,1-dicarbonitriles, in moderate t

Acid and base coexisted heterogeneous catalysts supported on hypercrosslinked polymers for one-pot cascade reactions

Heterogeneous microporous acid (sulfonic acid) and base (benzylamine) catalysts with high surface areas were synthesized using simple aromatic compounds through one-step external cross-linking reaction. The direct induction and control of catalytic sites were achieved by functionalized monomers using an appropriate amount of acid/base monomers. This strategy provides an easy approach to produce highly stable and acid/base functionalized microporous organic polymers. The structure and composition of the catalysts were characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), nitrogen sorption, Fourier transform infrared spectroscopy (FT-IR), solid-state 13C cross polarization magic angle spinning (CP/MAS) NMR, thermogravimetric analysis (TGA), and element mapping analysis. The stable porous skeleton and the accurate manipulation of the catalyst structure allowed us to use the obtained polymers as compatible and efficient acid/base co-catalysts for one-pot cascade reactions. We demonstrated the use of these microporous heterogeneous catalysts for the cascade deacetalization/Henry and deacetalization/Knoevenagel reactions. The results demonstrated that preparing microporous materials from simple aromatic compounds through one-step external cross-linking reaction is indeed a cost-effective and easy-to-handle method to produce functionalized heterogeneous catalysts. The microporous heterogeneous catalysts produced by this method are highly stable and the amount of catalytically active sites can easily be controlled to form a catalytic system with two antagonistic centers.

Cascade reaction synthesis method of 2-(phenylmethylene)malononitrile or derivative thereof

The invention discloses a cascade reaction synthesis method of 2-(phenylmethylene)malononitrile or a derivative thereof. According to the invention, a dendritic acid-alkali catalyst based on cross-linked polystyrene is synthesized, and 2-(phenylmethylene) malononitrile or a derivative thereof is synthesized in batches by successfully applying a cascade reaction into fluid chemistry, so that the method of the invention has advantages of substantially reduced, yield increase and no separation process of a catalyst and a product compared with the traditional test tube reaction.