66308-06-3

Upstream product

• 143-33-9 sodium cyanide 
• 593-51-1 methylamine hydrochloride 
• 89-98-5 2-chloro-benzaldehyde 
• 7677-24-9 trimethylsilyl cyanide 
• 74-89-5 methylamine 
• 17972-08-6 N-[(1E)-(2-chlorophenyl)methylene]methanamine 

Downstream Products

• 110618-85-4 β-Methylamino-β-(2-chlorphenyl)ethylamin 
• 199278-18-7 N-[1-cyano-1-(2-chlorophenyl)methyl]-N-methylformamide 
• 199277-78-6 1-methyl-5-(2-chlorophenyl)-4-mercaptoimidazole 
• 199278-48-3 2-(N-formyl-N-methylamino)-2-(2-chlorophenyl)thioacetamide 
• 1018574-98-5 C₁₂H₁₅ClN₂ 
• 129879-90-9 N-((2-chlorophenyl)(cyano)methyl)-N-methylacetamide 
• 1018574-92-9 C₁₀H₁₁ClN₂ 

Relevant academic research and scientific papers

Dynamic asymmetric multicomponent resolution: Lipase-mediated amidation of a double dynamic covalent system

The Strecker reaction is one of the most important multicomponent reactions developed, leading to R-aminonitriles that are versatile substrates for many synthetic applications. In the present study, this reaction type has been applied to a double dynamic covalent resolution protocol, leading to efficient C-C- and C-N-bond generation as well as chiral discrimination. The combination of transimination with iminecyanation enabled the dynamic exchange in more than one direction around a single stereogenic center of restricted structure. This multiple exchange process could generate a vast range of compounds from a low number of starting materials in very short time. The resulting double dynamic covalent systems, created under thermodynamic control, were subsequently coupled in a one-pot process with kinetically controlled lipase-mediated transacylation. This resulted in complete resolution of the dynamic systems, yielding the optimal N-acyl-α-aminonitriles for the enzyme, where the individual chemoenzymatic reactions could produce enantiomerically pure acylated N-substituted α-aminonitriles in good yields.

Design, synthesis and antioxidant properties of ovothiol-derived 4-mercaptoimidazoles

Fourteen 4-mercaptoimidazoles derived from the naturally occurring family of antioxidants, the ovothiols, have been synthesized by cyclization of thioamides with trimethylsilyl trifluoromethane-sulfonate (triflate). These compounds have been assayed for their radical-scavenging activity.

Synthesis and central nervous system properties of 2-[(alkoxycarbonyl)amino]-4(5)-phenyl-2-imidazolines

A series of 2-[(alkoxycarbonyl)amino]-4(5)-phenyl-2-imidazolines was prepared and evaluated for central nervous system (CNS) effects (antidepressant, anticonvulsant, muscle relaxant, and depressant) in animal models. Some separation of those CNS activities was achieved through substitutions on the phenyl and imidazoline moieties. Halo-substituted phenyl compounds were among the most potent antidepressants in this series, while imidazole N-alkylation produced compounds with increased depressant effects (loss of righting reflex, mouse behavior). Comparison of in vitro and in vivo data for pairs of 2-[(methoxycarbonyl)amino]-4(5)-phenyl-2-imidazolines and their parent, 2-amino-4(5)-phenyl-2-imidazolines, suggests that the title compounds were prodrugs for the 2-amino-4(5)-phenyl-2-imidazolines in inhibition of norepinephrine reuptake.