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Methyl 3-benzenesulfonaMidobenzoate synthesis

4synthesis methods
-

Yield:107922-46-3 100%

Reaction Conditions:

with pyridine at 20; for 16 h;Inert atmosphere;Cooling with ice;

Steps:

7.e.1

Methyl 3-aminobenzoate (10 g, 66.2 mmol) was dissolved in pyridine (100 mL) and cooled in an ice bath for 15 min. Benzenesulfonyl chloride (8.53 ml, 66.2 mmol) was added via syringe over 5 min, and the solution then stirred with warming to room temperature over a 16 h period. The reaction mixture was poured onto ice and IM HCl (250 mL total volume) to afford a heterogenous acidic mixture (pH 2-3). The solid was filtered and washed with water. The collected solid was dried under hi-vacuum for 12 h to afford the coupled product (19.3, 100%) as an off-white solid.

References:

WO2010/126922,2010,A1 Location in patent:Page/Page column 26