Category: 308283-47-8

Electric Literature of 308283-47-8, These common heterocyclic compound, 308283-47-8, name is 3-Bromo-N-(tert-butyl)benzenesulfonamide, 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.

[0190] A suspension of intermediate 34 (0.10 g, 0.29 mmol), 3-bromo-iV-2rt-butyl- benzenesulfonamide (84 mg, 0.29 mmol), Pd2(dba)3 (15 mg, 0.016 mmol), Xantphos (20 mg, 0.035 mmol) and cesium carbonate (0.18 g, 0.55 mmol) in dioxane/DMF (3/1, 4 mL) was sealed in a microwave reaction tube and irradiated with microwave at 160 “C for 15 min. After cooling to room temperature, the cap was removed and the resulting mixture filtered and the filtered solid washed with DCM. The filtrate was concentrated and the residue purified by HPLC. The fractions were combined and poured into saturated NaHCO3 solution (30 mL). The combined aqueous layers were extracted with EtOAc (2 x 30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and the residue dissolved in minimum amount of EtOAc and liexanes added until solid precipitated. After filtration, the title compound was obtained as a white solid (20 mg, 12percent) .[0191] 1H NMR (500 MHz, DMSO-d6): delta 1.12 (s, 9H), 1.30-1.40 (m, 2H), 1.50-1.56 (m, 4H), 2.16 (s, 3H), 2.88 (t, J= 5.3 Hz, 4H), 7.17 (d, J= 7.8 Hz, IH), 7.43 (t, J= 8.0 Hz, IH), 7.59-7.60 (m, 2H), 7.58 (s, IH), 8.13 (s, IH), 7.16 (dd, J= 7.9, 1.9 Hz, IH), 8.18-8.22 (m, IH), 8.67 (s, IH), 9.37 (s, IH). MS (ES+): m/z 559 (M+H)+.

Statistics shows that 3-Bromo-N-(tert-butyl)benzenesulfonamide is playing an increasingly important role. we look forward to future research findings about 308283-47-8.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

308283-47-8, Adding a certain compound to certain chemical reactions, such as: 308283-47-8, name is 3-Bromo-N-(tert-butyl)benzenesulfonamide, belongs to amides-buliding-blocks 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 308283-47-8.

[0288] A suspension of intermediate 50 (1.0 g, 3.42 mmol), 3 -bromo-iV- tot-butyl – benzenesulfonamide (1.28 g, 4.28 mmol), Pd2(dba)3 (30 nag, 0.03 mmol), Xantphos (40 mg, 0.07 mmol) and cesium carbonate (3.34 g, 10.24 mmol) in dioxane (50 mL) was degassed with argon for 2 min then refluxed for overnight. After cooling to room temperature, the solvent was removed by rotovap and the resulting mixture was purified by silica gel with 10percent CH3OH/CHCI3 as an eluent to afford the title compound as a white solid. The white was dissolved in hot dioxane (150 mL) and titrated with 2 M HCl in dioxane to pH 1. The solvent was removed by rotovap and the solid was recrystalized from methanol (0.15 g, 8percent).[0289] 1H NMR (500 MHz, DMSOd6): 1.08 (s, 9H), 2.20 (s, 3H), 3.0-3.2 (m, 4H), 3.7- 4.0 (m, 4H), 4.23 (s, 2H)5 7.33 (t, J= 7.9 Hz, IH), 7.38 (d, J= 7.7 Hz, IH), 7.48 (s, IH), 7.55-7.65 (m, 3H), 7.71 (d, J= 7.9 Hz, IH), 7.90 (d, J= 7.4 Hz, IH), 8.01 (s, IH), 9.96 (br s, IH)5 10.61 (br s, IH), 11.31 (br s, IH). MS (ES+): m/z 511 (M+H)+.

According to the analysis of related databases, 308283-47-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics