65398-48-3

Upstream product

• 15719-64-9 methylammonium carbonate 
• 74-89-5 methylamine 
• 124-38-9 carbon dioxide 

Downstream Products

• 96-31-1 N,N'-Dimethylurea 
• 51094-24-7 trimethylsilyl N-methylcarbamate 
• 72037-46-8 1-methyl-4-phenyl-1-azabutadiene 
• 3117-65-5 2-(methyliminomethyl)phenol 
• 121004-44-2 N-methyl-1-(3-nitrophenyl)methanimine 
• 35003-56-6 1-(4-bromophenyl)-N-methylmethanimine 
• 13114-22-2 N-(4-chlorobenzylidene)methylamine 
• 1125-90-2 1-(2-methoxyphenyl)-N-methylmethanimine 
• 622-29-7 N-Benzylidenemethylamine 
• 124-38-9 carbon dioxide 
• 74-89-5 methylamine 

Relevant academic research and scientific papers

Stable carbamate pathway towards organic-inorganic hybrid perovskites and aromatic imines

Methyl ammonium methyl carbamate (MAC), formulated as CH3NH3+CH3NHCO2-, was synthesized by reacting liquid methylamine with supercritical CO2, and its structure was refined by single-crystal X-ray diffraction. MAC is a white crystalline salt and is as reactive as methylamine, and is a very efficient alternative to toxic methylamine. We were able to produce hybrid perovskite MAPbI3 (MA = methyl ammonium) by grinding MAC with PbI2 and I2 at room temperature, followed by storing the mixed powder. Moreover, this one-pot method is easily scalable for the large-scale synthesis of MAPbI3 in a small vessel. We have also investigated the reactivity of MAC towards aromatic aldehydes in the absence of solvent. The solventless reactions afforded imines as exclusive products with over 97% yield, which show higher selectivity than the methylamine-based synthesis. Complete conversions were typically accomplished within 3 h at 25 °C. The results of this study emphasize the importance of solid carbamates such as MAC to develop an environmentally friendly process for the synthesis of various amine-based materials on the industrial scale.

Direct NHC-catalysed redox amidation using CO2 for traceless masking of amine nucleophiles

The N-heterocyclic carbene (NHC)-catalysed redox amidation reaction is poorly developed and usually requires catalytic co-additives for electron-rich amine nucleophiles. We report a masking strategy (using CO2) that couples release of the free amine nucleophile to catalytic turnover, and in doing so, enables direct catalytic redox amidation of electron-rich amines.

Organocatalytic knoevenagel condensations by means of carbamic acid ammonium salts

The Knoevenagel condensation between an active methylene compound and an aromatic aldehyde with a carbamic acid ammonium salt used as an organocatalyst gave the desired Knoevenagel products in up to 98% yield. The reaction occurred at rt and in a short reaction time under solvent-free conditions. In addition, no extraction, wash, or chromatography steps were needed to obtain a high-purity Knoevenagel product.

TRIMETHYLSILYLATED N-ALKYL-SUBSTITUTED CARBAMATES. I. PREPARATION AND SOME REACTIONS

Trimethylsilyl N-monoalkyl- and N,N-dialkyl-carbamates have been made in 85-95percent yields by silylation of the corresponding ammonium carbamates with trimethylchlorosilane.Trimethylsilyl N,N-dimethylcarbamate can be used for silylation of alcohols, phenols, and carboxylic acids.The silylcarbamates react with carboxylic acid halides to give the corresponding acid amides.The reaction of trimethylsilyl carbamates with carboxylic anhydrides give the corresponding silyl carboxylate and acid amide, while the reaction with dicarboxylic anhydrides give the trimethylsilyl monoamide of the corresponding dicarboxylic acid, i.e.Me3SiO2CCONR1R2.