Dimethylformamide → 2,6-dioxo-N-(carboxymethyl)morpholine

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Reaction Steps

A round bottom flask is charged with dimethylformamide 72 g, acetic anhydride 25 g, pyridine 2 g, and nitrilotriacetic acid 38.2 g and the suspension is nitrogen purged for several minutes. The flask is stoppered and the mixture is stirred at room temperature for 3 days. A small amount of unreacted NTA is filtered out. The bulk of the solvent 79 ml is removed in vacuo at a bath temperature of 60°-70° C. The resulting viscous solution is twice roto-vacued after two successive additions of 40 ml dimethylformamide.

Provenance & Evidence