2-Hydrazino-4,6-dimethylpyrimidine

Synthesis

General procedure for the synthesis of 2-hydrazino-4,6-dimethylpyrimidines using 2-chloro-4,6-dimethylpyrimidines as starting material: hydrazine monohydrate (1.02 mL, 21.0 mmol) was slowly added to a solution of ethanol (5 mL) containing 2-chloro-4,6-dimethylpyrimidines (2 g, 14.0 mmol). The reaction mixture was stirred continuously for 2 hours at room temperature. Upon completion of the reaction, the precipitate precipitated was collected by vacuum filtration and washed with cold methanol. The resulting solid was dried under a stream of air to give 2-hydrazino-4,6-dimethylpyrimidine (1 g, 52% yield) as a white solid. The product was confirmed by mass spectrometry (ESI+) with a m/z of 139 (MH+).

References

[1] Patent: WO2012/154880, 2012, A1. Location in patent: Page/Page column 60
[2] Journal of the Chemical Society, 1952, p. 4691,4694
[3] Farmaco, Edizione Scientifica, 1956, vol. 11, p. 389,393
[4] Farmaco, Edizione Scientifica, 1983, vol. 38, # 4, p. 255 - 264
[5] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989, vol. 25, # 12, p. 1369 - 1373