96541-52-5

Upstream product

• 773837-37-9 sodium cyanide 
• 104-88-1 4-chlorobenzaldehyde 
• 106-49-0 p-toluidine 
• 33442-36-3 (E)-1-(4-chlorophenyl)-N-(p-tolyl)methanimine 
• 15485-32-2 N-(4-chlorobenzylidene)-4-toluidine 
• 557-21-1 zinc(II) cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 99-99-0 1-methyl-4-nitrobenzene 
• 151-50-8 potassium cyanide 

Downstream Products

• 1381802-31-8 4-amino-5-(4-chlorophenyl)-3-phenyl-1-p-tolyl-1H-pyrrol-2(5H)-one 
• 1381803-60-6 C₂₃H₁₉ClN₂O 
• 78307-61-6 2-(4-chlorophenyl)-1-(p-tolyl)-1H-indole 
• 96523-50-1 (4-chloro-phenyl)-p-toluidino-acetic acid amide 
• 96523-63-6 2-(4-chlorophenyl)-N-(4-methylphenyl)glycine 

Relevant academic research and scientific papers

Synthesis of α-Aminonitriles and 5-Substituted 1H-Tetrazoles Using an Efficient Nanocatalyst of Fe3O4@SiO2–APTES-supported Trifluoroacetic Acid

Fe3O4@SiO2–APTES-supported trifluoroacetic acid nanocatalyst was used for the one-pot synthesis of α-aminonitriles via a three-component reaction of aldehydes (or ketones), amines, and sodium cyanide. This method produced a high yield of 75–96% using only a small amount of the catalyst (0.05?g) in EtOH at room temperature. The catalyst was also employed for the synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide in EtOH at 80°C. The tetrazoles were produced with good-to-excellent yields in a short reaction time of 4?h. Both synthetic methods were carried out in the absence of an organic volatile solvent. Because the supported trifluoroacetic acid generated a solid acid on the surface, thus the acid corrosiveness was not a serious challenge. This heterogeneous nanocatalyst was magnetically recovered and reused several times without significant loss of catalytic activity.

In Situ Generated Magnesium Cyanide as an Efficient Reagent for Nucleophilic Cyanation of Nitrosoalkenes and Parent Nitronates

In situ generated magnesium cyanide [NaCN/Mg(ClO4)2] is suggested as a convenient, readily available, non-volatile and organic-soluble reagent for hydrocyanation reactions. It was successfully used for nucleophilic cyanation of nitrosoalkenes, nitronates, as well as other typical π-electrophiles, such as imines, α,β-unsaturated ketones, alkylidenemalonates and azoalkenes.

Synthesis of 4-imino-2H,3H,5H-[1,2,5]thiadiazolidin-1-oxide through cycloaddition reaction of N-sulphinylanilines and N-(α-cyano-α-aryl) -methylanilines

Through the normal mode of cycloaddition reaction of N-(α-cyano- α-aryl)-methylanilines (II) onto N-sulphinylanilines (III) has provided 2,3,5-triaryl-4-imino-2H,3H,5H-[1,2,5]thiadiazolidin-1-oxides (IV). The present protocol has advantage of convenient operation to synthesize heterocyclics in good yield.

Approaches to the construction of substituted 4-amino-1 H -pyrrol-2(5 H)-ones

Fully substituted 4-aminopyrrolones are easily accessed via simple routes starting from imines, ketones, or α-bromophenyl acetonitriles. Imines were reacted with KCN/NH4Cl in aqueous ethanol to produce α-arylamino benzyl cyanides. On the other hand, ketones were transformed to the desired α-amino nitriles using a modified Strecker reaction. Then, α-amino nitrile precursors were allowed to react with a suitable acyl halide to produce the corresponding amides. Further treatment of these amides with ethanolic KOH converted them to highly substituted 4-amino-1H-pyrrol-2(5H)- one derivatives in moderate to excellent yields.

Catalyst-free, facile, and an efficient synthesis of α-aminonitriles employing Zn(CN)2 as an ecofriendly cyanating agent

An efficient and eco-friendly method has been developed for the synthesis of α-aminonitriles via one-pot three-component condensation of carbonyl compounds, amines, and Zn(CN)2 under mild conditions. This protocol has the features of use of inexpensive, ecofriendly readily available, effective cyanide source, high yield, and simple work-up procedure.

Convenient and rapid synthesis of α-aminonitriles starting directly from nitro compounds in water

A distinct approach for the synthesis of α-aminonitriles has been discovered by three-component reaction of nitroarenes, aldehydes, and TMSCN using indium in dilute aqueous HCl at room temperature. The products were formed in high yields (86-96%) within a

A novel uncatalyzed insertion reaction of in situ formed trichlorosilyl cyanide with imines: A facile silicon mediated synthesis of α-aminonitriles

The tetrachlorosilane-potassium cyanide reagent combination, (trichloro-silyl cyanide-in situ) is a new, safe and versatile hydrogen cyanide substitute. The reaction of this reagent with saturated aldimines 1a-j and benzophenone oxime 3, in absences of any catalyst, affords the corresponding α-aminonitriles 2a-j and 4, respectively, in excellent yield. Under the same condition the bisimine 5 yields the imidazo[1,2-a]quinoxaline derivative 6. Moreover, trichlorosilyl cyanide-in situ undergoes regiospecific addition onto α, β-unsaturated aldimines 7a-e to give the corresponding 1,2-addition products 8a-e, in high yield, under exceedingly mild conditions.