Extended knowledge of 2-Chloro-6-nitro-1H-benzo[d]imidazole

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, 2-Chloro-6-nitro-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 5955-72-6, name is 2-Chloro-6-nitro-1H-benzo[d]imidazole, belongs to imidazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5955-72-6, 5955-72-6

To a suspension of 3.952 g (20 mmole) of 19 in 100 mL of 1,2-dichloroethane, was added 5 mL (20 mmole) of BSA. The reaction mixture was stirred at 75 C. for 15 min to give a clear solution. This solution was cooled to ~ 20 C. and treated with 7.0 g (22 mmole) of 1,2,3,5-tetra-O-acetyl-b-D-ribofuranose and 4.638 mL (24 mmole) of TMSOTf at room temperature for 2 h. The reaction mixture was diluted with 200 mL of CHCl3. The CHCl3 solution was washed with sat. NaHCO3 solution (200 mL*2), sat. NaCl solution (200 mL), dried (Na2 SO4), and evaporated. The residue was chromatographed on a silica column (5*35 cm, eluted with CHCl3 and 0.5% MeOH/CHCl3). Evaporation of the appropriate fractions gave 6.50 g (71% one spot on TLC) of 74 and 75 as a white foam. Fractional recrystallization of this foam (5 times from MeOH) give 1.59 g (17%) of the pure 6-nitro isomer 75. MP 127-129 C. MS (EI) m/e 455.0750 (2%, M+ =455.0732). 1 H NMR (DMSO-d6): d 8.68 (d, 1, 7-H, J7-5 =2.0 Hz), 8.21 (dd, 1, 5-H, J5-4 =9.0 Hz), 7.88 (d, 1, 4-H), 6.41 (d, 1, 1′-H, J1′-2′ =7.0 Hz), 5.58 (t, 1, 2′-H, J2′-3′ =7.0 Hz), 5.45 (dd, 1, 3′-H, J3′-4′ =4.0 Hz), 4.50, 4.40 (2*m, 3, 4′-H and 5′-H), 2.15, 2.12, 2.03 (3*s,9, 3*Ac). 13 C NMR (DMSO-d6): d 170.12, 169.49, 169.25 (3*OCOCH3), 145.60 (C3a), 143.96 (C2), 143.65 (C6), 132.46 (C7a), 119.65 (C4), 118.92 (C5), 108.47 (C7), 86.96 (C1′), 79.67 (C4′). 71.12 (C2′), 68.75 (C3′), 62.56 (C5′), 20.39, 20.31, 20.03 (3*OCOCH3).

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, 2-Chloro-6-nitro-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The Regents of the University of Michigan; US5574058; (1996); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem