Uses
3,5-Dinitro-2-pyridinamine can be used to prepare antagonists for NMDA/glycine, AMPA, and Kainate Receptors.
Synthesis
The general procedure for the synthesis of 2-amino-3,5-dinitropyridine from 2-chloro-3,5-dinitropyridine was as follows: 2-chloro-3,5-dinitropyridine (22.3 g, 0.11 mol) was slowly added to a methanol solution of ammonia (7N, 150 mL) in batches at a low temperature of 5-10 °C. The reaction mixture was stirred continuously for 1 h at room temperature and subsequently poured into water (500 mL) to terminate the reaction. The resulting solid product was collected by filtration and washed with cold water (100 mL) to remove impurities. Finally, the product was dried to afford 2-amino-3,5-dinitropyridine (19.55 g, 97% yield), which was used directly in the subsequent reaction without further purification.
References
[1] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 2854 - 2861
[2] Journal of Organic Chemistry, 1985, vol. 50, # 4, p. 484 - 487
[3] Journal of Medicinal Chemistry, 1997, vol. 40, # 22, p. 3679 - 3686
[4] Patent: WO2009/111277, 2009, A1. Location in patent: Page/Page column 53
[5] Patent: US2004/116466, 2004, A1
