Diazidoglyoxime was synthesized using solution glyoxal (40% w/w in H₂O) and hydroxylammonium as starting materials through substitution, chloration and nitrine reaction. Its structure was characterized by IR, elemental analysis and NMR. Results show that the impact sensitivity H₅₀ is 17.5 cm, and the friction sensitivity is 36%. Based on the study of effects of the nitrine reaction, the optimal reaction conditions were determined as following: reaction medium is dimethyl formamide, reaction temperature 0 ℃, and the yied of nitrine reaction 81.3%.