Hydrochloric Acid → HCID 70448801, compound

Participants

Reaction Steps

2-Methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxylic acid, 5.0 g, is dissolved in a mixed solvent of 50 ml of dimethylformamide and 50 ml of acetone, 5.7 ml of triethylamine is added and the solution is stirred. Under cooling at 15°-18° C. 2.1 g of ethyl chlorocarbonate is added dropwise for 10 minutes. After stirring at room temperature for 40-45 minutes, 3.0 g of 1-ethyl-2-aminomethylpyrrolidine is added. The reactant is stirred at room temperature for 20 minutes and allowed to stand for 15 hours. Then, excess triethylamine and acetone are distilled off, and the resulting residue is poured into 400 ml of water and extracted with ethyl acetate three times. The ethyl acetate extract layer is washed with water and dried and the ethyl acetate is distilled off under reduced pressure. The residue obtained is dissolved in chloroform and hydrochloric acid gas is blown into the solution. Excess hydrochloric acid gas and chloroform are distilled off under diminished pressure. The resulting residue is crystallized from isopropanol/methanol (3/1) to give crystals of N-(1-ethyl-2-pyrrolidinylmethyl)-2-methyl-5-methylsulfamoyl-2,3-dihydrobenzofuran-7-carboxamide hydrochloride, m.p. 202°-205° C.

Provenance & Evidence