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379254-75-8

3-[(4-METHOXY-PHENYL)-METHYL-SULFAMOYL]-BENZOIC ACID synthesis

4synthesis methods
4025-64-3 Synthesis
3-(Chlorosulfonyl)benzoic acid

4025-64-3
209 suppliers
$6.00/1g

5961-59-1 Synthesis
N-METHYL-P-ANISIDINE

5961-59-1
163 suppliers
$5.00/250mg

3-[(4-METHOXY-PHENYL)-METHYL-SULFAMOYL]-BENZOIC ACID

379254-75-8
8 suppliers
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Yield:379254-75-8 81%

Reaction Conditions:

with pyridine in ethyl acetate at 0 - 20;

Steps:

(B) Formation of the sulfonamide bonds

General procedure: Sulfonyl chloride derivative 1 or 2 (3.99mmol) was added gradually to a mixture of substituted amine (4.39mmol) and pyridine (2mL) in EtOAc with stirring at 0°C. The reaction mixture was stirred at room temperature until the TLC indicated complete conversion of the sulfonyl chloride to the sulfonamide intermediate. The reaction mixture was dissolved in DCM and extracted (2×) with 10% NaOH. After the aqueous layer was acidified with 2N HCl, the precipitate was collected by filtration, washed with H2O, and dried in vacuo to give the desired products (5-22, 173, 174), which were carried forward without further purification.

References:

Khanfar, Mohammad A.;Quinti, Luisa;Wang, Hua;Choi, Soo Hyuk;Kazantsev, Aleksey G.;Silverman, Richard B. [European Journal of Medicinal Chemistry,2014,vol. 76,p. 414 - 426]