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Chemistry of 1,1,2,2-tetracyanoethane. 12. Condensation of 1,1,2,2-tetracyanoethane with crotonaldehyde in alcoholic solution

  • Organic Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Condensation of 1,1,2,2-tetracyanoethane with crotonaldehyde and the solvent (alcoholic medium) takes place in the ratio 1∶2∶1 to give 2-amino-5-methyl-3-(1-methyl-3-alkoxyallyl)-1-formyl-3, 4,4-tricyanoyclopentenes.

  2. 2.

    On the basis of an x-ray diffraction analysis of the product with an isopropoxy-group in the 3-position, the main features of its molecular structure are discussed, and a stepwise route is proposed for the reaction and its stereochemical features examined.

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For previous communication, see [1].

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2561—2566, November, 1988.

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Zolotoi, A.B., Zil'berg, S.P., Lukin, P.M. et al. Chemistry of 1,1,2,2-tetracyanoethane. 12. Condensation of 1,1,2,2-tetracyanoethane with crotonaldehyde in alcoholic solution. Russ Chem Bull 37, 2311–2314 (1988). https://doi.org/10.1007/BF00959885

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  • DOI: https://doi.org/10.1007/BF00959885

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