Synthetic Route of 1187-42-4,Some common heterocyclic compound, 1187-42-4, name is Diaminomaleonitrile, molecular formula is C4H4N4, 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 compound F (0.70 g, 1.46 mmol), diaminomaleonitrile (0.19 g, 1.76 mmol), 40 mL of ethanol, 40 mL of THF, and 0.23 mL of 12M hydrochloric acid were charged in a three-necked flask having a capacity of 300 mL, and the mixture was stirred while conducting heating at 40 C. for 24 hours. Water was added to the resultant solution, the resultant mixture was subjected to extraction with chloroform, and then the resultant extract was dried by adding sodium sulfate thereto. Sodium sulfate hydrate was removed by conducting filtration, and the solvent was distilled off from the filtrate using an evaporator. The resultant solid was purified by silica gel column chromatography (developing solvent: toluene) to obtain a red solid (yield amount: 0.52 g, yield: 64%).Chemical shift values (delta) of the compound measured by 1H NMR (400 MHz, CDCl3) were as follows: delta 9.16 (t, J=8.4 Hz, 2H), 8.76 (d, J=1.6 Hz, 1H), 8.70 (d, 8.4 Hz, 1H), 8.01 (dd, J=8.8 Hz, 2.0 Hz 1H), 7.96 (td, J=8.4 Hz, 1.2 Hz, 1H), 7.84 (td, J=8.4 Hz, 1.2 Hz, 1H), 7.66 (dt, J=8.8 Hz, 2.0 Hz 2H), 7.19-7.10 (m, 10H), 2.36 (s, 6H). It was confirmed by 1H NMR measurement that the obtained compound was a compound 2 (Da-CNBQx).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Diaminomaleonitrile, its application will become more common.
Reference:
Patent; KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION; Nippon Soda Co., Ltd.; YASUDA, Takuma; FURUE, Ryuhei; ISHIHARA, Hiroyuki; FUKUSHIMA, Yukio; (61 pag.)US2019/330162; (2019); A1;,
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