Research on new synthetic routes about 3-Bromo-N-(tert-butyl)benzenesulfonamide

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.

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