Hydrochloric Acid → 1,4-Dichloro-7-isoquinolinecarboxylic acid

Participants

Reaction Steps

Anal. Found: C, 53.27; H, 3.48; N, 5.14. Calc for C12H9Cl2NO2 : C, 53.36; H, 3.36; N, 5.19. ##STR169## Ethyl 1,4-dichloro-7-isoquinolinecarboxylate (500 mg, 1.85 mmol) in THF (2 mL) was treated with an aqueous solution of NaOH (3.7 mL, 1 M) and EtOH (few drops) added to give a single phase mixture. After stirring at room temperature overnight, HCl (3.7 mL, 1 M) was added to give a thick slurry which was filtered off, washed with water, and crystallised from i-PrOH. The fluffy white crystalline solid was triturated with hexane and dried to afford 1,4-dichloro-7-isoquinolinecarboxylic acid (240 mg, 0.99 mmol).

Provenance & Evidence