The Formation of Squaramic Acids and Squaryl Diamides by the Reaction of Squaric Acid with Alkyl Isocyanides

The reaction between squaric acid with one equivalent of alkyl isocyanides such as t-butyl isocyanide, cyclohexyl isocyanide and n-butyl isocyanide in ethanol at room temperature after 3h afforded the corresponding squaramic acid derivatives. Symmetric 2,4-squaryl diamides were obtained when the reaction of squaric acid was carried out with two equivalents of alkyl isocyanides under the same conditions. Asymmetric 2,4-squaryl diamides were obtained by reaction of squaramic acids with one equivalent of alkyl isocyanides.