Sodium Hydroxide → HCID 70416267, compound

Participants

Reaction Steps

A suspension of 2.09 g of 1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-acetoxyethyl ester in 20 ml of ethanol was treated dropwise at room temperature with a solution of 0.36 g of sodium hydroxide in 24 ml of ethanol. The dark orange solution obtained was subsequently stirred at room temperature for 1 hour. The ethanol was thereupon evaporated off at 25°-30° under reduced pressure and the residue was dissolved in 20 ml of water. The mixture was acidified cautiously with 2N hydrochloric acid, extracted several times with a mixture of methylene chloride/ethyl acetate (9:1) and the extract was dried over sodium sulfate. After evaporation of the solvent the solid residue was recrystallized from ethanol. There were obtained 1.55 g of 1,4-dihydro-5-[(isopropylsulfamoyl)acetyl]-2,6-dimethyl-4-(3-nitrophenyl)nicotinic acid 2-hydroxyethyl ester in the form of pale yellow crystals, m.p. 185°-188°.

Provenance & Evidence