Related Products of 496-46-8, These common heterocyclic compound, 496-46-8, name is Tetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione, 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.
General procedure: A steel autoclave (25 cm3) was charged with 2, 3 or 5 (2.5 mmol), filled with liquid CO2 to a pressure of 60 barand cooled to 5 C. Then nitrating agent (5.5-10.0 mmol, see Table 1)dissolved in liquid CO2 (~3.5 g) was added in ten steps for 15 min. Thereaction mixture was gradually warmed to room temperature and stirredfor 2 h at 80 bar [for supercritical conditions (Table 1, entry 8), the temperatureand the pressure were raised to 45 C and 100 bar, respectively,after the addition of the nitrating agent]. After 2 h stirring, the ice water(2 ml) was pressurized into the autoclave to destroy the access of nitratingagent. The CO2 was removed and additional amount of ice water (20 ml)was added to the residue at atmospheric pressure. The precipitate wasfiltered and dried at 40 C for 2 h to afford nitration product 1, 4 or 6, respectively. Isolated yields are given in Table 1. The NMR spectra ofknown compounds 1a,2 1b14 and 615 correspond to reported data. Meltingpoints of compounds 1a-c and 4 were not observed. Temperatures TID atwhich originally colorless solids started to become dark (initiation of adecomposition) are given below.1,4-Dinitroglycoluril 1a: TID 192 C. 1H NMR, d: 6.03 (s, 2 H, CH),9.83 (s, 2 H, NH). 13C NMR, d: 149.0, 63.8. 14N NMR, d: -39.5.3a,6a-Dimethyl-1,4-dinitrotetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione 1b: TID 194 C. 1H NMR, d: 1.82 (s, 6 H, Me), 9.94 (s, 2 H, NH).13C NMR, d: 146.5, 76.9, 17.8. 14N NMR, d: -46.6.
The synthetic route of 496-46-8 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Zharkov, Mikhail N.; Kuchurov, Ilya V.; Fomenkov, Igor V.; Zlotin, Sergei G.; Tartakovsky, Vladimir A.; Mendeleev Communications; vol. 25; 1; (2015); p. 15 – 16;,
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