4-(Bromomethyl)benzoic acid → HCID 67138314, compound

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Reaction Steps

To a suspension of the title B compound in Example 9, 2-(2,4-dimethoxy-benzyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one, (13.87 g, 48.4 mmol) and 4-bromomethylbenzoic acid (10.42 g, 48.4 mmol) in CH2Cl2 (150 mL), DBU (14.5 mL, 96.9 mmol) is added at once and the mixture is stirred at RT overnight. The reaction mixture is washed with 1N aqueous HCl, and brine, dried over anhydrous MgSO4 and evaporated to a small volume to crystallize the product. The solid is collected by filtration, washed with ethyl ether and dried under high vacuum to afford 4-[5-(2,4-dimethoxy-benzyl)-1,1,4-trioxo-1,2,5-thiadiazolidin-2-ylmethyl]-benzoic acid: mp=175-177° C.; [M−1]−=419.

Provenance & Evidence