Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 6629-04-5, name is N-Cyanoacetylurethane, A new synthetic method of this compound is introduced below., COA of Formula: C6H8N2O3
Example 19A 2-(1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carboxylic acid A solution of 3.65 g (23.4 mmol) of ethyl (cyanoacetyl)carbamate in 10 ml of ethanol was added to a solution of 8.5 g (103 mmol) of sodium acetate in 25 ml of water, and the mixture was stirred at RT for 2 h. In another flask, 5.00 g (23 4 mmol) of the compound from Example 18A were suspended in 10 ml of ethanol. 15 ml of water and 3 ml of conc. hydrochloric acid were added in succession. The mixture was cooled to 0 C., and a solution of 1.62 g (23.4 mmol) of sodium nitrite in 5 ml of water was slowly added such that the temperature did not exceed 2 C. At the end of the addition, this solution was stirred at 0 C. for another 30 min and then stirred into the ethyl (cyanoacetyl)carbamate solution which had been prepared beforehand. The reaction mixture was stirred at RT overnight. The suspension formed was diluted with 80 ml of 6N aqueous hydrochloric acid and stirred for 10 min The solid was filtered off with suction, washed with a little water, stirred with 200 ml of 2-propanol and filtered off again. The solid was suspended in 100 ml of glacial acetic acid, and 2.9 g (35.1 mmol) of sodium acetate were added. The mixture was heated at reflux temperature overnight. LC-MS of a small sample showed the intermediate 2-(1,3-dimethyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)-3,5-dioxo-2,3,4,5-tetrahydro-1,2,4-triazine-6-carbonitrile (Method 1, Rt=0.62 min; m/z=299 (M+H)+.). The mixture was cooled slightly (to about 95 C.), 19 ml of conc. hydrochloric acid were added and the mixture was heated at reflux for 3 days, with the reaction being monitored by LC-MS. After complete hydrolysis, the mixture was allowed to cool to RT and then added to 1.5 l of ice-water. The solid formed was filtered off, washed with diethyl ether and dried under HV. This gave 4.10 g (54% of theory) of the title compound. LC-MS (Method 6): Rt=0.51 min; m/z=318 (M+H)+. 1H-NMR (400 MHz, DMSO-d6): delta[ppm]=3.37 (s, 3H), 7.16-7.27 (m, 2H), 7.30 (d, 1H), 12.54 (br. s, 1H), 13.67 (br. s, 1H). (signal of one methyl group probably hidden under the water signal).
The synthetic route of 6629-04-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Bayer Pharma Aktiengesellschaft; FUeRSTNER, Chantal; ACKERSTAFF, Jens; STRAUB, Alexander; MEIER, Heinrich; TINEL, Hanna; ZIMMERMANN, Katja; ZUBOV, Dmitry; SCHAMBERGER, Jens; (35 pag.)US2016/287599; (2016); A1;,
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