N-Cyclopropyl-2-nitrobenzenesulfonamide synthesis

Yield:400839-43-2 100%

Reaction Conditions:

with triethylamine in dichloromethane at 0 - 20;

Steps:

N-cyclopropyl-2-nitrobenzenesulfonamide (S4)

o-Nitrobenzenesulfonyl chloride (3.0 g, 13.5 mmol) was dissolved in 30 mL of DCM and cooled to 0 °C using an ice bath. A mixture of Et3N (2.1 mL, 14.9 mmol) and cyclopropylamine (1.03 mL, 14.9 mmol) in DCM (10 mL) was slowly added and stirring was continued at room temperature for 3-4 h. It was then diluted with DCM (50 mL) and washed with half saturated NaCl in water. The layers were separated and the organic layer was dried over anhydrous MgSO4, filtered, and then concentrated to dryness to yield 3.32 g of the desired sulfonamide S4 (100%).

References:

Brockway, Anthony J.;Volkov, Oleg A.;Cosner, Casey C.;MacMillan, Karen S.;Wring, Stephen A.;Richardson, Thomas E.;Peel, Michael;Phillips, Margaret A.;De Brabander, Jef K. [Bioorganic and Medicinal Chemistry,2017,vol. 25,# 20,p. 5433 - 5440] Location in patent:supporting information