5-broMobenzofuran-2-carboxaMide synthesis

Yield:35351-21-4 1.98 g

Reaction Conditions:

with ammonium hydroxide in water at 20;Cooling with ice;

Steps:

4.1.1. General procedures for the synthesis of benzofuran-2- carboxamides 1b, 1c and 1d

General procedure: Thionyl chloride (1.65 equiv) was added to a suspension of benzofuran-2-carboxylic acid derivatives (1 equiv) in anhydrous toluene (0.4 mmol/mL). After stirring the mixture for 3 h, at reflux, the reaction was cooled and concentrated. Then, the resulting benzofuran-2-carbonyl chloride derivative (1 equiv) was added in small portions to an ice-cold solution of 25% aq. NH4OH (0.5 mmol/ mL). Upon completion of the addition the reaction mixture was allowed to reach rt and a precipitate was formed. The solid was collected by filtration, washed with cold water and dried under vacuum.

References:

Brocos-Mosquera, Iria;Callado, Luis F.;Daelemans, Dirk;De Jonghe, Steven;Djikic, Teodora;Escolano, Carmen;Loza, M. Isabel;Molins, Elies;Nikolic, Katarina;Radan, Milica;Vasilopoulou, Foteini;Bagán, Andrea;Brea, José;García-Fuster, M. Julia;García-Sevilla, Jesús A.;Gri?án-Ferré, Christian;Hernández-Hernández, Elena;Martínez, Antón L.;Pérez, Belén;Pallàs, Mercè;Rodriguez-Arévalo, Sergio [European Journal of Medicinal Chemistry,2021,vol. 222,art. no. 113540]