Synthesis of the carbanion 1,1,2-tricyano-2-(3,4-dicyano-5-imino

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D48704

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051515270

ABSTRACT:
A process is described for preparing the carbanion of the title as its sodium salt with quantitative yields and at a high level of purity, by a two-stage reaction between disodium-tetracyano-ethylene, Lewis acids and water. Metal complexes used as dyes in industrial applications are prepared from said carbanion.

REFERENCES:
W. Webster et al., "Chemistry of Tetracyanoethylene Anion Radical", Journal of the American Chemical Society, vol. 84, No. 19, Oct. 5, 1962, pp. 3678-3684.
G. Dessy et al., "Synthesis of a Novel Stable Carbanion: 1,1,2-Tricyano-2-(3,4-dicyano-5-imino-2,5-dihydro-1H-pyrrol-2-ylidene)etha nide by Reduction of Tetracyanoethylene with Tris(2,2'-bipyridine)titanium", Angewandte Chemie, International Edition in English, vol. 24, No. 5, 1985, pp. 426-427.
M. Bonamico et al., "N-Analogues of Metal Acetylacetonates: Bis(1,2,6,7-tetra cyano-3,5-diimino-3,5-dihydropyrrolizinido), (metal II=Fe, Ni, Cu, Zn); Crystal Structure of the Copper Derivative", Angewandte Chemie, International Edition in English, vol. 28, No. 8, 1989, pp. 1049-1050.

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