71433-06-2

Upstream product

• 78514-48-4 4-Carbethoxy-2-cyclohexyl-5(2H)-isoxazolone 
• 108-91-8 cyclohexylamine 
• 64-17-5 ethanol 
• 1290140-12-3 5-[(cyclohexylamino)(hydroxy)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 931-53-3 Cyclohexyl isocyanide 
• 105-36-2 ethyl bromoacetate 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 3173-53-3 Cyclohexyl isocyanate 
• 25100-12-3 N-cyclohexylhydroxylamine hydrochloride 
• 73453-43-7 Ethyl Acetyl-N-cyclohexylmalonamate 
• 111-92-2 dibutylamine 
• 105-53-3 diethyl malonate 

Relevant academic research and scientific papers

Visible-Light Photocatalytic Functionalization of Isocyanides for the Synthesis of Secondary Amides and Ketene Aminals

A new visible light-induced photocatalytic protocol enabling the formation of secondary amides from electron-poor organic bromides and isocyanides was developed. In addition, the in situ interception of ketenimine intermediates with nitrogen nucleophiles such as amines, hydrazines, and TMSN3 afforded, in a one-pot two-step procedure, valuable scaffolds such as ketene aminals, pyrazolones, and tetrazoles. Mechanistic evidence confirmed a radical pathway where isocyanides acted as radical geminal acceptors generating key imidoyl radical species.

TMSCL as a rate-accelerating additive in acylations of amines with 5-(α-AMINO-α′-Hydroxy)methylene meldrum acids

Aspects are presented of the acylation of amines, alcohols, and thiols with 5-(α-amino-α′-hydroxy)methylene Meldrum acids. We placed special emphasis on the acylation reaction of secondary amines with 5-(α-amino-α′-hydroxy)methylene Meldrum acids, which, because of their basicity, caused problems concerning salt formation with a Meldrum acid derivative. We found that secondary amines, which react at the slowest rate and give a poor yield with 5-(α-amino-α′-hydroxy)methylene Meldrum's acid, react quickly and with high yields with the same reagent in the presence 1 to 3 equivalents of TMSCl. Acylation with this derivative of Meldrum acid was optimized for such factors as reaction temperature, solvent polarity, and acidity of the environment. We have prepared a wide range of nonsymmetrical malononic acid diamids, esters, and thioesters of malonamic acid. Taylor & Francis Group, LLC.

Reactions of Acetoacetic Ester Blocked Cyclohexyl Isocyanate

Acetoacetic ester has been widely reported to be a blocking agent for isocyanates.However, we find that only a trace of isocyanate is formed by thermolysis of acetoacetic ester blocked cyclohexyl isocyanate, 1, at 150 deg C and atmospheric pressure.The major portion is unchanged even after 8 h, with some conversion to acetylmalonic ester, 2, and acetyl-N,N'-dicyclohexylmalonamide, 3.Alcoholysis does not yield the "normal" urethane as blocked isocyanates do but rather esters of 1 with some diesters of 2 and smaller amounts of 3.Significant amounts of N-cyclohexylacetamide, N-cyclohexylmalonamate ester, and some N,N'-dicyclohexylmalonamide are also obtained.Aminolysis leads to N-substituted acetamides and N-cyclohexylmalonamate but no substituted ureas, the "normal" products for aminolysis of blocked isocyanates.In the presence of acid catalysts, alcoholysis leads to N-cyclohexylmalonamates with acetate esters as the other product.