3-Chloroaniline → Methyl 4-[(3-chlorophenyl)amino]-5-methylthiothiophene-2-carboxylate

Participants

Reaction Steps

A stirred suspension of 80 mg (0.299 mmol) of methyl 4-bromo-5-methylthiothiophene-2-carboxylate and 41 μL (0.389 mol, 1.3 eq) of 3-chloroaniline (Aldrich, Milwaukee, Wis.) was treated in a manner similar to Example 241, step (b) to give 47 mg of the title compound (50%) as a yellow oil. 1H-NMR (CDCl3, 400 MHz) δ7.75 (s, 1H), 7.23-6.89 (m, 4H), 6.10 (s, 1H), 3.89 (s, 3H), 2.42 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C13H2NO12S2Cl, 314.0 (M+H), found 314.1.

Provenance & Evidence