p-Toluenesulfonic acid → N-(4-Methoxybenzylidene)-4-carboxybenzenesulfonamide

Participants

Reaction Steps

In a similar manner to Example 2, 1.28 g (9 mmol) of anisaldehyde, 1.89 g (9 mmol) of 4-carboxybenzenesulfonamide and 20 mg of TsOH in 150 mL of chlorobenzene and under nitrogen were heated for 4.5 hours to yield 2.86 g (96%) of SULF-8 as a white powder: IR (Nujol) 3300-2700 (br), 1693, 1601, 1584, 1155 cm-1 ; 1H NMR (DMSO-d6, TMS ext std)δ 8.91 (s, 1), 8.4-7.7 (m, 8), 3.92 (s, 3).

Provenance & Evidence