Preparative Example 5: Synthesis of 2-methoxyacetohydrazide
Hydrazine monohydrate (9.85 mL, 202 mmol) was slowly added to a solution of methyl methoxyacetate (10 mL, 101 mmol) in methanol (50 mL). The reaction mixture was continuously stirred and heated at 70 °C for 18 hours. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently concentrated under reduced pressure in a rotary evaporator to remove the solvent. Toluene (2 x 50 mL) was added to the residue for azeotropic dehydration to give a white solid product. The solid was ground with ether (50 mL) for further purification, followed by vacuum drying at 50 °C for 30 min to give the final methoxyacetylhydrazine as a white solid in 95% yield (9.98 g). The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 3.26 (s, 3H), 3.79 (s, 2H), 4.22 (bs, 2H), 8.97 (bs, 1H).
