6731-54-0

Upstream product

• 2826-32-6 3-nitrobenzylidenemalononitrile 
• 99-61-6 3-nitro-benzaldehyde 
• 109-77-3 malononitrile 

Downstream Products

• 109547-63-9 4-(3-nitrobenzyl)-1H-pyrazole-3,5-diamine 

Relevant academic research and scientific papers

Base-Promoted Cascade Approach for the Preparation of Reduced Knoevenagel Adducts Using Hantzsch Esters as Reducing Agent in Water

A cascade Knoevenagel condensation-reduction approach, which was carried out in water, has been reported. Using Hantzsch esters as reducing agent, under the promotion of base, a variety of reduced Knoevenagel adducts could be easily prepared by direct alkylation of malononitrile, ethyl 2-cyanoacetate, and 2-(4-nitrophenyl)acetonitrile, respectively. Meanwhile, a gram-scale synthesis of the protocol was also realized with excellent isolated yield.

Study on comparison of reducing ability of three organic hydride compounds

Selective reduction of three kinds of substrates were studied to evaluate the reducing abilities of N,N-dimethyl-benzimidazolidine (DMBI), 2-phenylbenzimidazoline (PBI) and 2-phenylbenzothiazoline (PBT). As hydride donors, these three five-membered heterocyclic compounds performed different reducing abilities depending on the substrates.

The synthesis of some derivatives based on the 4-Benzyl-1H-Pyrazole-3,5- Diamine core

The three-step synthesis of 4-benzyl-1H-pyrazole-3,5-diamines 2 from commercially available aldehydes 3 is given. The Knoevenagel condensation was utilized to assemble the initial carbon framework, resulting in the benzylidenemalononitriles 4 which were d

Homogeneous hydrogenation of electron-deficient alkenes by iridium complexes

The catalytic homogeneous hydrogenation of electron-deficient alkenes (nucleophilic hydrogenation) was achieved in the presence of iridium complexes and a base as co-catalyst. Contrary to hydrogenation of electron-rich alkenes, which is inactivated by bases, the hydrogenation of the electron-deficient alkenes turned out to be base activated. Here, we present a more thorough study on the capacities but also limitations of this new reaction mechanism using screenings of the reaction conditions as well as different Ir complexes and substrates. The formation of a catalytically active Ir complex is proposed. The active complex usually attacks a soft electron-deficient atom, if more than one possibility exists (as shown by density functional theory computations). Additionally, first examples of enantiomeric enrichments in the presence of chiral Ir complexes are presented. The high catalyst load needed and the moderate yields show that the active complex is very unstable under conditions of nucleophilic hydrogenation and is quickly deactivated, which has to be addressed in further studies. Copyright

Rh-catalyzed one-pot reductive alkylation of malononitrile under transfer hydrogenation conditions

Efficient synthesis of monosubstituted malononitriles was achieved by one-pot reductive alkylation of malononitrile with carbonyl compounds via [Cp*RhCl2]2-catalyzed transfer hydrogenation reaction.

Nucleophilic homogeneous hydrogenation by iridium complexes

Catalytic homogeneous hydrogenation of 7-methoxy-3-phenylchromone and other substrates was achieved in the presence of cationic iridium complexes and base as co-catalyst. Contrary to common alkene hydrogenation, which is inactivated by base, the hydrogena

3-Butyl-1-methylimidazolinium borohydride ([bmim][BH4])-a novel reducing agent for the selective reduction of carbon-carbon double bonds in activated conjugated alkenes

A novel ionic reducing reagent, 3-butyl-1-methylimidazolium borohydride ([bmim][BH4]), was synthesized and successfully used for the selective reduction of carbon-carbon double bonds in conjugated alkenes as well as the α,β-carbon-carbon double bonds in highly activated α,β,γ,δ-unsaturated alkenes. The reagent can be regenerated and reused several times without losing its activity.

Monosubstituted malononitriles: Efficient one-pot reductive alkylations of malononitrile with aromatic aldehydes

A powerful new one-pot method has been developed for the reductive alkylation of malononitrile with aromatic aldehydes. This new procedure has vastly improved the yield and efficiency of the process, and increased the scope of the aromatic aldehydes. Inco

Solvent-free mechanochemical and one-pot reductive benzylizations of malononitrile and 4-methylaniline using Hantzsch 1,4-dihydropyridine as the reductantt

The properties of Hantzsch 1,4-dihydropyridine, which possesses excellent reducibility, were investigated. The synthesis of benzyl malononitriles and anilines were also studied. Direct reductive benzylizations of malononitrile and 4-methylaniline by aromatic aldehydes were achieved using a Hantzsch 1,4-dihydropyridine as the reductant. It was observed that there is no need for the separation of the in situ generated benzylidene malononitriles and p-tolylamines.