6289-19-6

Upstream product

• 103-71-9 phenyl isocyanate 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 62-53-3 aniline 
• 25557-94-2 2-methylbut-3-yn-2-yl carbonochloridate 

Downstream Products

• 55476-04-5 4,4-Dimethyl-5-methylen-2-oxo-1-phenyl-1,3-oxazolidin 
• 59255-88-8 4,5,5-trimethyl-3-phenyl-oxazolidin-2-one 
• 1283728-64-2 2-methoxyethyl 2-(4-(4-(2-(phenylcarbamoyloxy)propan-2-yl)-1H-1,2,3-triazol-1-yl)butoxy)benzoate 
• 62-53-3 aniline 

Relevant academic research and scientific papers

Comparison between Conventional and Nonconventional Methods for the Synthesis of Some 2-Oxazolidinone Derivatives and Preliminary Investigation of Their Inhibitory Activity Against Certain Protein Kinases

A series of propargyl and allyl carbamates were prepared directly from propargyl and allyl alcohols and phenyl or cyclohexyl isocyanate or indirectly by generating the isocyanates in situ from the corresponding Cbz-protected amines. The obtained carbamate

Extending triazolyl-based release under mildly acidic conditions to give aniline derivatives

Triazolyl derivatives of anilines were prepared and evaluated as releasing systems at mildly acidic pH values. Two triazolyl derivatives showed convenient pH sensitivity, being stable at pH 7.3 and rapidly hydrolyzed at pH values below 5. A generalized me

Mild and high-yielding molybdenum(VI) dichloride dioxide-catalyzed formation of Mono-, Di-, Tri-, and tetracarbamates from alcohols and aromatic or aliphatic isocyanates

Both molybdenum(VI) dichloride dioxide (MoO2Cl2) and its dimethylformamide (DMF) complex catalyze the addition of alcohols to isocyanates giving carbamates. Most additions proceeded to completion at room temperature within 20 min using as little as 0.1 mol% of the catalyst when working on a 1-mmol scale or just 100 ppm working on a 20-mmol scale. Sterically encumbered substrates reacted to completion when 1 mol% of the catalyst was employed. Diols, triols, and tetraols reacted with monoisocyanates likewise, as did monofunctional alcohols and diisocyanates. These pairings furnished di-, tri-, tetra-, and dicarbamates, respectively. Reactants, which were poorly soluble in CH2Cl2 at room temperature required elevating the temperature and possibly choosing a higher-boiling solvent (ClCH 2CH2Cl, DMF) as well. Additions of diols to diisocyanates were feasible, too, giving polycarbamates as we presume. Copyright

Investigations into competitive cycloaddition/cyclization or elimination from 1,1-dimethyl-propargylcarbamates of anilines

The copper-catalyzed reaction of 1,1-dimethyl-O-propargyl aniline carbamates was studied and revealed the unexpected formation of oxazolidin-2-ones and alkylamines. An in-depth study of the reaction conditions showed that the formation of these products was highly dependent on the solvent, copper catalyst and aniline substituents. The reaction can be oriented towards oxazolidinones in pyridine and alkylamines in ethanol, whereas cycloaddition can be achieved in dry tetrahydrofuran.

Exceptionally active catalysts for the formation of carbamates from alcohols and isocyanates: Molybdenum(VI) dichloride dioxide and its DMF complex

Small amounts of MoO2Cl2 or MoO2Cl 2(DMF)2 catalyze carbamate formation from an alcohol and isocyanates: 0.1 mol% of the respective additive allow primary, secondary or tertiary alcohols to add to aliphatic or aromatic isocyanates of varied steric hindrance within 20 minutes at room temperature. Typically the corresponding carbamate resulted in 100% yield. Only particularly hindered substrates required 1.0 mol% of the catalyst while as little as 0.01% sufficed for the phenylcarbamoylation of menthol. Catalytic amounts of DMAP accelerate carbamate formation from certain alcohols and isocyanates, too. Georg Thieme Verlag Stuttgart · New York.

Regioselective 1,3-dipolar cycloaddition reactions of 4-methylene-2- oxazolidinones with benzonitrile oxide

Substituted 4-methylene-2-oxazolidinones were prepared in two steps by cyclizing O-propargyl carbamates, which in turn were prepared from propargyl alcohols and phenyl isocyanate. The 4-methylene-2-oxazolidinones underwent a 1,3-dipolar cycloaddition reac