With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6960-42-5,7-Nitro-1H-indole,as a common compound, the synthetic route is as follows.
6960-42-5, Embodiment 2: Preparation of Compound 5b (N-(1H-Indol-7-yl)-4-methylbenzenesulfonamide); The compound 4 of the Embodiment 1 (2.00 g, 12.33 mmol) was dissolved in isopropanol (25 mL), and then Fe powder (2.07 g, 37.06 mmol) and an NH4Cl solution formulated with NH4Cl (0.13 g, 2.43 mmol) and water (7 mL) were added. After the resulting solution was heated at 60 C for 3.5 hr, a TLC test was used to confirm the completion of the reaction. Then, active charcoal was added into the reaction solution, and stirred for 3 min. The solution was filtered, and ethyl acetate was used to wash the residue until the volumn of the filtrate was 100 mL. A solution formulated with 4-methylbenzenesulfonyl chloride (3.29 g, 17.26 mmol) and pyridine (3.00 mL, 37.27 mmol) was added into the solution. The resulting solution was stirred at room temperature for 3 hr, and a TLC test was used to confirm the completion of the reaction. After the reaction was completed, ethyl acetate was added to dilute the reaction solution to 250 mL. Then, the reaction solution was sequentially washed with 1 N of HCl, water, saturated NaHCO3 solution, and brine. The color of the organic layer was red oxide after the washing step. Na2SO4 was added for dehydration, and the organic layer was filtered and concentrated to obtain a solid. The solid was re-crystallized in ethanol to obtain a needle-shaped white solid, compound 5b (2.27 g, 64%). mp 159-160 C (lit. 157-159 C); 1H NMR (200 MHz, acetone-d6) delta2.34 (s, 1H, CH3), 6.47 (dd, J= 3.1, 2.0 Hz, 1H, ArH), 6.73 (dd, J= 7.6, 1.2 Hz, 1H, ArH), 6.84 (dt, J= 7.6,1.6 Hz, 1H, ArH), 7.26 (dd, J= 4.0, 0.4 Hz, 2H, NH), 7.34-7.41 (m, 2H, ArH), 7.57 (t, J = 1. 8 Hz, 1H, ArH), 7. 61 (t, J = 1. 6 Hz, 1H, ArH), 8.71 (s, 1H, NH), 10.10 (s, 1H, NH); 13C NMR (50 MHz, acetone-d6) delta21.4, 102.9, 117.7, 119.4, 120.0, 122.3, 126.2, 128.1, 130.2, 131.0, 132.4, 137.7, 144.3; MS (EI) m/z 286 (M+, 56%), 131 (M-155, 100%), 104 (M-182, 38%).
As the paragraph descriping shows that 6960-42-5 is playing an increasingly important role.
Reference£º
Patent; Purzer Pharmaceutical Co., Ltd.; EP2366687; (2011); A2;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles