Chemistry of dinitroacetonitrile—II: Derivatives of dinitroacetonitrile from Michael, Mannich and alkylation reactions, 2, 2-dinitro-2-cyanoethanol and its derivatives

CO Parker, WD Emmons, AS Pagano, HA Rolewicz…

Index: Parker,C.O. et al. Tetrahedron, 1962 , vol. 17, p. 89 - 104

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Citation Number: 16

Abstract

Addition of dinitroacetonitrile to carbonyl conjugated unsaturated systems was a generally successful reaction for the preparation of Michael adducts. The expected products were obtained with methyl acrylate, acrylamide, acrolein, butenone, methylene-bis-acrylamide, and N, N′, N ″-triacrylylper-hydro-s-triazine. Acrylic acid gave three products: the normal adduct, the corresponding carbamyl derivative and its cyclic imide. Dinitrocyanoethanol ...