These common heterocyclic compound, 79463-77-7, name is Diphenyl N-cyanocarbonimidate, 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. Formula: C14H10N2O2
To a mixture of 3-(2-aminoethyl)-1-(4-chlorobenzyl)-6-(3-fluoro-4-isopropoxyphenylimino)-1,3,5-triazinane -2,4-dion hydrochloride (200 mg, 0.413 mmol) and ethyl ether (8 mL) were added triethylamine (0.126 mL, 0.908 mmol) and diphenyl-N-cyanocarbonimidate (216 mg, 0.908 mmol), and the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give 1-(4-chlorobenzyl)-6-(3-fluoro-4-isopropoxyphenylimino)-3-(4-cyanoimino-4-phenoxy-3-aza butyl)-1,3,5-triazinane-2,4-dion (170 mg, Yield: 70%) as colorless solid. 1H-NMR (delta ppm TMS/CDCl3): 1.40 (6H, d, J=6.0 Hz), 3.70 (2H, m), 4.07 (2H, m), 4.49 (1H, sept, J=6.0 Hz), 5.17 (2H, s), 6.47-6.61 (1H, m), 6.94 (1H, t, J=8.7 Hz), 7.16-7.20 (4H, m), 7.30-7.46 (4H, m), 7.79 (1H, m), 8.25 (1H, s).
The synthetic route of Diphenyl N-cyanocarbonimidate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; KAMEYAMA, Takayuki; HORIGUCHI, Tohru; ASAHI, Kentaro; ENDOH, Takeshi; FUJII, Yasuhiko; SHINTANI, Takuya; NAKAMURA, Ken’ichiroh; JIKIHARA, Sae; HASEGAWA, Tsuyoshi; OOHARA, Miho; TADA, Yukio; MAKI, Toshikatsu; IIDA, Akira; EP2604595; (2013); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts