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Cyanoacetate is a building block for the synthesis of heterocycles and are are used as drugs. It is also used as Pharmaceutical intermediates, or Oil soluble couplers of film raw material . It is also used as a reagent in labelled pyrimidine and purine synthesis. It is used as an intermediate of fine chemicals such as medicine and dyestuff.
Jose A. Cabello.; Juan M. Campelo.; Angel Garcia.; Diego Luna.; Jose M. Marinas. Knoevenagel condensation in the heterogeneous phase using aluminum phosphate-aluminum oxide as a new catalyst. J. Org. Chem. 1984, 49, (26), 5195-5197.Rajendra K. Singh.; Samuel Danishefsky. Preparation of activated cyclopropanes by phase transfer alkylation. J. Org. Chem. 1975, 40, (20), 2969-2970.
Stereoselective alkylation of the active methylene has been accomplished under particularly mild conditions with secondary alkyl mesylates in the presence of CsF in DMF; complete inversion occurs at the secondary alkyl carbon: J. Org. Chem., 60, 2627 (1995).
Arylation by aryl iodides is promoted by copper(I) iodide: Synthesis, 67 (1983); J. Org. Chem., 58, 7606 (1993); or trans-Dichlorobis(triphenylphosphine)palladium(II), 10491: Synthesis, 506 (1985).
For examples of Knoevenagel condensations of cyanoacetic esters with carbonyl compounds, see: Org. Synth. Coll., 3, 385, 399 (1955); 4, 93, 463 (1963); review: Org. React., 15, 204 (1967). Knoevenagel condensation with aromatic aldehydes has also been carried out under acidic conditions, for example, good yields have been obtained with ZnCl2: Tetrahedron Lett., 32, 5821 (1991).
For use in the synthesis of pyrrole derivatives, see p-Toluenesulfonylmethyl isocyanide, A14312.
Gefahrenhinweise (EU): H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.