Chemical Properties
Light yellow crystal powder
Uses
2,4,5,6-Tetraaminopyrimidine Sulfate is an intermediate for the synthesis of the antitumor drugs methotrexate and fludarabine.
Synthesis
Pyrimidinetetramine sulfate is synthesized from malononitrile and guanidine nitrate through a three-step reaction involving cyclization, nitrosation, and reduction. This process uses zinc powder instead of the expensive reducing agent Raney nickel, resulting in lower costs, simpler operation, and greater safety and environmental friendliness.
Purification Methods
Purify the salt by recrystallisation from H2O, 2N H2SO4 (20 parts, 67% recovery) or 0.1N H2SO4 (40 parts, 62% recovery), and dried in air. [UV: Konrad & Pfleiderer Chem Ber 103 722 1970, Malletta et al. J Am Chem Soc 69 1814 1947, Cavalieri et al. J Am Chem Soc 70 3875 1948, Beilstein 25 H 423, 25 III/IV 3106.]
References
[1] SAUMYA SHUKLA. Toxic potential assessment of hair dye developer 2,4,5,6-tetraaminopyrimidine sulfate exposed under ambient UVB radiation.[J]. Toxicology and Industrial Health, 2024: 1-8. DOI:
10.1177/07482337231209352.
[2] https://ec.europa.eu/health/ph_risk/committees/04_sccp/docs/sccp_o_152.pdf
