S(Cl)([Cl:3])=O.[Na+].[CH2:6]([S:8]([NH:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([O-])=[O:17])=[CH:14][CH:13]=1)(=[O:10])=[O:9])[CH3:7].[OH-].[Na+]>O>[CH2:6]([S:8]([NH:11][C:12]1[CH:20]=[CH:19][C:15]([C:16]([Cl:3])=[O:17])=[CH:14][CH:13]=1)(=[O:10])=[O:9])[CH3:7]To 100 mL of thionyl chloride at 0° C. is added 25.1 g (0.1 mol) of 4-[(ethylsulfonyl)amino]benzoic acid sodium salt (prepared from the acid and sodium hydroxide in water and evaporation of solvent) under a nitrogen atmosphere. Reflux the reaction mixture for 24-40 hr. then remove the excess thionyl chloride in vacuo. Dissolve the crude material in tetrahydrofuran, filter through celite and evaporate the solvent to obtain the title compound.
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