Reference of 100367-55-3 , The common heterocyclic compound, 100367-55-3, name is 5-Nitropicolinonitrile, molecular formula is C6H3N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
A mixture of X1 (149 mg, 1.0 mmol), NaOCH3 5.4 mg (0.1 mmol) and 10.0 mL CH3OH was placed in the 50 mL flask and reacted at 40 C for 1 h. Then methylaminoacetaldehyde dimethyl acetal 105.0 mg (1.0 mmol) and CH3COOH 0.5 mL were added into the reaction mixture refluxed for 30 min. After that CH3OH 5.0 mL and CH3COOH 1.0 mL were added to and refluxed for another 4.5 h. Then pH of the resulting mixture was adjusted to 10. The resulting precipitates were collected by filtration and washed with water (30 mL x 2) to give the crude material. The resulting crude material was purified by recrystallization with methanol to afford compound X2 133.0 mg (70.0 %). mp: 202-203 C. 1H NMR (300 MHz,DMSO-d6): delta 7.23 (s, 1H, CH-imidazole), 7.40 (s, 1H, CH-imidazole), 8.23 (d, 1H, 3-H, J = 8.8 Hz), 8.64 (dd, 1H, 4-H, J = 2.6 Hz and J = 8.8 Hz), 9.36 (d, 1H, 6-H, J = 2.6 Hz), 13.2 (s, 1H, NH-imidazole). IR (KBr): 3153, 3109, 1600, 1579, 1471, 1383, 1118, 858 cm-1.
The synthetic route of 100367-55-3 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Jiao, Yu; Xin, Bo-Tao; Zhang, Yanmin; Wu, Jianbing; Lu, Xiaolin; Zheng, Ying; Tang, Weifang; Zhou, Xiang; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 170 – 183;,
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