Synthesis and carbene dissociation of functionally substituted diazoacetic acid esters. Communication 3. Synthesis of 2-aminoethyldiazoacetates and N-(2-hydroxyethyl)-N-alkyldiazoacetamides by reaction of 2-bromoethyldiazoacetate with aliphatic amines

Abstract

1. Reaction of 2-bromoethyldiazoacetate with free secondary amines or primary amine chlorohydrates in the presence of anhydrous K2CO3 in acetonitrile at 20°C affords the correponding aminoethyldiazoacetates in a yield of up to 80%. 2. Reaction of 2-bromoethyldiazoacetate with free primary amines in the presence of K2CO3 is accompanied by ammonolysis of the diazoester and affords previously unknown N-alkyl-N-(2-hydroxyethyl)diazoacetamides in yields of up to 70%.