Electric Literature of 1072-52-2 ,Some common heterocyclic compound, 1072-52-2, molecular formula is C4H9NO, 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.
Example 5 (Table 1, entry 2, and Scheme 6). Preparation of 2-[2-(aminocarbonyl)(2- bromoethyl)-4,6-dinitroanilino] ethyl methanesulfonate (13b); A slurry of 2-chloro-3,5- dinitrobenzamide (U) (237 mg, 1.1 mmol) in dry 3-methyl-2-butanone (20 mL) was cooled to below 5 0C, and LiBr (1.5 g) was added, keeping the temperature below 15 0C. Aziridineethanol (240 mg, 2.76 mmol) was added to the stirred mixture, which was then kept at 20 0C overnight. Water (50 mL) was added, followed by EtOAc (100 mL). The organic layer was washed with water, 10% aqueous NaBr, and then passed through a short column of silica gel, eluting with heptane/EtOAc (1:1), to give 2-[(2-bromoethyl)(2-hydroxyethyl)amino]-3,5- dinitrobenzamide (12b) (360 mg, 87%) as a yellow solid: mp (EtOAc/petroleum ether) 138- 140 C; 1H NMR [(CD3)2SO] delta 8.69 (dj = 2.8 Hz, 1 H), 8.43 (s, 1 H), 8.35 (dj = 2.8 Hz, 1 H), 8.10 (s, 1 H), 5.15 (t, / = 5.6 Hz, 1 H), 3.61 (m, 4 H), 3.53 (m, 2 H), 3.14 (m, 2 H); 13C NMR delta 167.6, 146.4, 143.8, 139.8, 134.2, 128.2, 123.0, 57.8, 54.1, 53.6, 29.8; Anal. Calcd for C11H13BrN4O6: C, 35.0; H, 3.5; N, 14.9. Found: C, 35.0; H, 3.5; N, 14.6%.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1072-52-2, 2-(Aziridin-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; AUCKLAND UNISERVICES LIMITED; WO2008/30112; (2008); A1;,
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