40567-33-7Relevant articles and documents
Process development for a herbicide intermediate via catalytic carboxylation of an aromatic diazonium compound
Siegrist, Urs,Rapold, Thomas,Blaser, Hans-Ulrich
, p. 429 - 431 (2003)
A laboratory process is described for the preparation of 2-sulfo-4-methoxybenzoic acid (SMBA) via diazotization of 2-amino-4-methoxy-sulfonic acid followed by Pd-catalyzed carbonylation in the presence of water. The most important process parameters were the catalyst precursor and water content. Both a two-step procedure using isolated diazonium compound as well as a one-pot reaction proved to be feasible. A yield of > 95% SMBA was obtained after 3-4 h, using 1 mol % PdCl2 at 8 bar and 60°C. This is the first technically feasible catalytic carbonylation of an arene diazonium compound.