Some common heterocyclic compound, 21279-62-9, name is 3-Chloropyrazine-2-carboxamide, molecular formula is C5H4ClN3O, 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. category: Pyrazines
Compound 8 is prepared by reaction of 3-chlorophenylhydrazine (3 mmol) with 3- chloropyrazine-2-carboxamide (ifi, 1 mmol) in 3 mL methanol and pyridine (1 mniol). The reaction is performed in a microwave reactor at the temperature 140C, pressure 15 kPa and an output of 120 W during 30 mm. After completing the reaction, product 8 was isolated and purified by column chromatography on silica gel (mobile phase: hexane I ethyl acetate 1:1), yield 24%. Analytical data for compound 8: Dark brown crystalline solid; Mp. = 119.5- 120.9C; Elemental analysis calculated for C11H10C1N50 (m.w. 263.68): 50.10% C, 3.82% H, 26.56% N; found 50.3 1% C, 3.7 1% H, 26,55% N; IR (ATR-Ge, cm?): 3445 (-NH-), 3253 (-CONH2), 1671 (-C=O), 1598, 1522, 1476, 1413 (pyr); 1H-NMR (300 MHz, CDC13) ?HNMR (300 MHz, CDCI3) 8.34 (2H, bs, NH2), 7.92 (2H, bs, H5, H6), 7.63 – 6.82 (4H, m,1-12?, H4?, H5?, 116?), 5.71 (211, bs, NH); ?3C NMR (75 MHz, DMSO) & 168,89, 152.20,146.20, 140.24, 134.40, 132.36, 129.72, 126.57, 122.94, 120.26, 118.52; Lipophilicity: caic.values log P 0.34; experimental determined values log k = 0.5898.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 21279-62-9, its application will become more common.
Reference:
Patent; UNIVERZITA KARLOVA V PRAZE; DOLEZAL, Martin; ZITKO, Jan; JANDOUREK, Ondrej; SERVUSOVA-VANASKOVA, Barbora; (31 pag.)WO2016/95877; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem