Ethyl isocyanoacetate CAS 2999-46-4

Product Name: Ethyl isocyanoacetate

Synonyms: Acetic acid, isocyano-, ethyl ester;Ethylisocyanoacetate,98%;Isocyanoacetate;ethyl isocyanoacetate 2999-46-4;(2-Oxo-2-ethoxyethyl) isocyanide;2-Oxo-2-ethoxyethyl isocyanide;Ethoxycarbonylmethyl isocyanide;Ethyl 2-isocyanoacetate

Product Categories: Building Blocks;Chemical Synthesis;straight chain compounds;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis;Nitrogen Compounds;Organic Building Blocks;pharmacetical;Naphthyridine,Quinoline;Isocyanides;Nitrogen Compounds;Organic Building Blocks

Chemical Properties: Light yellow to brom liquid

Uses: Ethyl isocyanoacetate can be used to prepare pyrroles,1,2 oxazolines, benzodiazepines, oxazoles and imidazoles.

Preparation: synthesis of ethyl isocyanoacetate
A solution containing N-formyl glycine ethyl ester (1, 1.31 g, 10 mmol), DIPEA (2.62 g, 20 mmol) and DMAP (0.45 g, 3 mmol) in dry DCM (10 mL) was loaded in a sample loop and combined with a second stream containing triphosgene (2, 0.98 g, 3.3 mmol) also dissolved in dry DCM (10 mL) at individual channel flow rates of 0.5 mL/min. The combined stream was directed into two linked 10 mL FEP reactor vessels to achieve a 20 minutes residence time at ambient temperature. The output was collect and the solvent was carefully evaporated to 80% of its total volume. The crude material was filtered through silica (5 g) and washed with DCM (2 × 10 mL) to obtain the salt-free product. The desired product 3 was obtained as dark yellow oil after evaporation of the organic phase (1.03 g, 91 % isolated yield, >97% purity by 1H NMR).