有機合成化学協会誌
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
マロンニトリルの三量体
アセトニトリルの熱分解(その3)
田口 道一松浦 晃治
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1969 年 27 巻 12 号 p. 1230-1234

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Treatment of malononitrile in aqueous alkaline solutions afforded a dimer and a trimer depending on the reaction conditions. The dimer was identified as 1, 1, 3-tricyano-2-aminopropene(1). The trimer was found to be identical with “trismalononitrile I” of Schenck et al., and the structure was established to be 2, 4-diamino-3, 5-dicyano-6-cyanomethylpyridine(3) by the IR, mass, and MNR-spectra.
The structure of “trismalononitrile II” of Schenck et al., was identified as ammonium salt of 1, 1, 3, 3-tetracyano-2-cyanomethylpropene(2), although Anderson et al., had reported it to be 2, 4-dicyanomethyl-5-cyano-6-amino-pyrimidine(5) and defined it as “the unstable form against heat.”

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