17972-13-3

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 74-89-5 methylamine 
• 36342-33-3 C₉H₁₂N₂O₂ 
• 78817-35-3 C₁₈H₂₃N₃ 
• 699-04-7 N-methyl-p-methylbenzylamine 
• 75-52-5 nitromethane 
• 53699-34-6 (E)-N-methyl[(4-methylphenyl)methylidene]amine 
• 593-51-1 methylamine hydrochloride 
• 96-31-1 N,N'-Dimethylurea 
• 111291-48-6 C₁₆H₁₆F₃NO₃S 

Downstream Products

• 87096-68-2 N-<(α-Acetoxy)(4-methylphenyl)methyl>-N-nitrosomethylamin 
• 91529-76-9 2-Cyan-3,3,N-trimethylbutyrothioamid 
• 91529-55-4 trans-2,2'-(1,2,4-Trithiolan-3,5-diyliden)bis(3,3-dimethylbutyronitril) 
• 91529-63-4 2-<5,6-Dihydro-5-methyl-4-(4-methylphenyl)-6-oxo-4H-1,3,5-dithiazin-2-yliden>-3,3-dimethylbutyronitril 
• 106711-79-9 cis-N-methyl-3-(p-methylphenyl)-4-carboxy-3,4-dihydro-1(2H)-isoquinolone 
• 106711-79-9 trans-N-methyl-3-(p-methylphenyl)-4-carboxy-3,4-dihydro-1(2H)-isoquinolone 
• 861342-35-0 methyl-(4-methyl-benzyl)-(4-phenyl-benzyl)-amine 
• 861318-10-7 (4-ethyl-benzyl)-methyl-(4-methyl-benzyl)-amine 
• 66380-03-8 N-methyl-C-(4-methylphenyl)-glycine hydrochloride 
• 97879-07-7 {2-(3(E)-(4-methylbenzylidene)-1-methyl-4-(4-methylphenyl)azetidinylidene)}-pentacarbonylchromium⁽⁰⁾ 
• 75215-19-9 [Rh(CO)(AsPh₃)2(4Me-ba)][ClO₄] 4Me-ba 
• 334833-71-5 (CO)4Mn[η2-CH(Tol)N(CH3)COCH3] 
• 334833-68-0 (CO)4Mn[η2-2-(CH=NCH3)-5-(CH3)C6H4] 
• 866238-64-4 C₁₉H₁₅NO₃ 

Relevant academic research and scientific papers

Enantioselective Reductive Coupling of Imines Templated by Chiral Diboron

We herein report a general, practical, and highly efficient method for asymmetric synthesis of a wide range of chiral vicinal diamines via reductive coupling of imines templated by chiral diboron. The protocol features high enantioselectivity and stereospecificity, mild reaction conditions, simple operating procedures, use of readily available starting materials, and a broad substrate scope. The method signifies the generality of diboron-enabled [3,3]-sigmatropic rearrangement.

Mechanosynthesis of N-methyl imines using recyclable imidazole-based acid-scavenger: In situ formed ionic liquid as catalyst and dehydrating agent

1,1′-(1,4-Butanediyl)bis(imidazole) was prepared by a modified method and its application as an efficient promoter was demonstrated for the mechanosynthesis of N-methyl imines using ball milling as a non-conventional process under solvent-free conditions. In this new protocol design, the bis-imidazole acted as a recyclable acid-scavenging agent. This efficient approach to the N-methyl imines displays a combination of the synthetic virtues of a non-conventional condensation reaction with ecological benefits and convenience of a facile mechanosynthetic process. The current method has advantages such as reduced waste by avoiding solvent, exclusion of hazardous materials during the reaction, elimination of handling an anhydrous gas in an evacuated container or a solution of methylamine in ethanol, good yields for relatively unreactive benzaldehydes containing electron-donating substituents, short reaction times, and metal- and acid-free conditions. Furthermore, the promoter was easily regenerated and reused several times with no significant loss of activity.

Method for synthesizing imine by catalytic oxidation of asymmetric secondary amine in presence of visible light

The invention belongs to the technical field of chemical engineering and pharmaceutical industry, and particularly relates to a method for synthesizing imine by catalytic oxidation of asymmetric secondary amine in the presence of visible light. With aza-metalloporphyrin containing sulfur as a visible light catalyst, 1,8-diazabicycloundecene-7-alkene as an auxiliary agent, and oxygen as an oxidant,asymmetric secondary amine is subjected to catalytic oxidation under irradiation of visible light of lambda being larger than or equal to 420nm, so as to obtain the oxidation product imine. A new andefficient imine production way is provided.

Cooperative Multifunctional Catalysts for Nitrone Synthesis: Platinum Nanoclusters in Amine-Functionalized Metal–Organic Frameworks

Nitrones are key intermediates in organic synthesis and the pharmaceutical industry. The heterogeneous synthesis of nitrones with multifunctional catalysts is extremely attractive but rarely explored. Herein, we report ultrasmall platinum nanoclusters (PtNCs) encapsulated in amine-functionalized Zr metal–organic framework (MOF), UiO-66-NH2 (Pt@UiO-66-NH2) as a multifunctional catalyst in the one-pot tandem synthesis of nitrones. By virtue of the cooperative interplay among the selective hydrogenation activity provided by the ultrasmall PtNCs and Lewis acidity/basicity/nanoconfinement endowed by UiO-66-NH2, Pt@UiO-66-NH2 exhibits remarkable activity and selectivity, in comparison to Pt/carbon, Pt@UiO-66, and Pd@UiO-66-NH2. Pt@UiO-66-NH2 also outperforms Pt nanoparticles supported on the external surface of the same MOF (Pt/UiO-66-NH2). To our knowledge, this work demonstrates the first examples of one-pot synthesis of nitrones using recyclable multifunctional heterogeneous catalysts.

Synthesis of N-methyl imines in the presence of poly(N-vinylpyridine) as a reusable solid base catalyst by a mechanochemical process

The synthesis of N-methyl imines was performed in the presence of catalytic amounts of poly(4-vinylpyridine) in high yields and rapidly at room temperature by a ball milling process. This new method has some advantages including good yields for relatively unreactive carbonyl compounds and short reaction times as well as being green in terms of avoiding the use of toxic reagents and solvents. The major advantage of this process is that the catalyst can be easily regenerated and reused several times without any significant loss of activity.

Four-Electron Electrocyclic Ring-Opening/Intermolecular [4+2] Cycloadditions of α-Hydroxycyclobutenones: Stereoselective Synthesis of Multiple Substituted δ-Lactams

A four-electron electrocyclic ring-opening/intermolecular [4+2] cycloaddition of α-hydroxycyclobutenones is reported. The reaction represents the first example for the intermolecular cycloaddition of the extensively studied enol-ketene intermediate, and provides a new synthetic route to multiply substituted δ-lactams in high stereoselectivity.

Asymmetric synthesis of tetrahydropyridines via an organocatalytic one-pot multicomponent Michael/aza-Henry/cyclization triple domino reaction

A low loading of a quinine-derived squaramide efficiently catalyzes the triple-domino Michael/aza-Henry/cyclization reaction between 1,3-dicarbonyl compounds, β-nitroolefins, and aldimines to provide tetrahydropyridines bearing three contiguous stereogeni

Cobalt-catalyzed cyclization of carbon monoxide, imine, and epoxide

Cobalt-catalyzed cyclization of CO, imine, and epoxide has been developed. A convenient catalyst system composed of Co2(CO)8 and LiCl is identified, and the substrate scope has been explored. The reaction provides an efficient method for the synthesis of substituted 1,3-oxazinan-4-ones.

Simple and efficient one-pot solvent-free synthesis of N-methyl imines of aromatic aldehydes

A one-pot solvent-free synthesis of N-methyl imines in good to excellent yields was performed by grinding together aromatic aldehydes and methylamine hydrochloride in the presence of a base. The best yields were achieved when an excess of methylamine hydrochloride and inexpensive sodium hydrogen carbonate was used (usually in a molar ratio ArCHO/CH3NH2· HCl/NaHCO3 = 1:5:5), allowing the reaction to proceed for 1 h (in the case of aromatic aldehydes containing electron-withdrawing substituents) or overnight (in the case of electron-rich aldehydes). After a simple work-up (extraction with diethyl ether) the obtained products were mostly pure enough for spectral characterization. In this way, 31 N-methyl imines were prepared, among which eight were synthesized for the first time. Their structures were elucidated by spectral means (1H- and 13C-NMR, IR, MS) whenever it was possible. In the case of salicylaldehyde and 4-chlorobenzaldehyde, the synthesis of the corresponding imines was also conducted on a gram-scale with a 72% and 84% isolated yield, respectively. The present approach not only provides good to high yields, but also eliminates the disadvantages of the traditional synthesis of N-methyl imines, such as the use of hazardous solvents and more or less expensive catalysts and the necessity of work/handling with an anhydrous gas in pressurized containers.

4-Phenyl tetrahydroisoquinolines as dual norepinephrine and dopamine reuptake inhibitors

Novel 4-phenyl tetrahydroisoquinolines that inhibit both dopamine and norepinephrine transporters were designed and prepared. In this Letter, we describe the synthesis, in vitro activity and associated structure-activity relationships of this series. We also report the ex vivo NET occupancy of a representative compound, 41.