N-Methylaniline → Methyl 4-(methylphenylamino)-5-methylthiothiophene-2-carboxylate

Participants

Reaction Steps

A stirred suspension of 100 mg (0.374 mmol) of methyl 4-bromo-5-methylthiothiophene-2-carboxylate and 72 μL (0.487 mmol, 1.3 eq) of N-methylaniline (Aldrich Chemical Co., Milwaukee, Wis.) was treated in a manner similar to Example 245, step (a) to give 23 mg of the title compound (21%) as a yellow oil. 1H-NMR (CDCl3, 400 MHz) δ7.61 (s, 1H), 7.26-6.68 (m, 5H), 3.89 (s, 3H), 3.25 (s, 3H), 2.50 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C14H15NO2S2, 294.1 (M+H), found 294.3.

Provenance & Evidence