Acetic Acid → N-(4,5-dichloro-2-thienyl)acetamide

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Reaction Steps

To a cooled solution of the above 4,5-dichlorothiophene (13.0 g, 66.0 mmol) are added acetic acid (78 ml) and acetic anhydride (78 ml), followed by iron powder (13.0 g) in portions over 30 min. at such rate that the mixture is kept at 5°-10°. The suspension is stirred at RT overnight, after which it is poured into water, acidified with conc. HCl and cooled in an ice bath for 6 hours. It is then filtered, and the solid is washed with water and dried, dissolved in ether and filtered. Charcoal is added to the filtrate, which is then filterded and stripped of solvent to give N-(4,5-dichloro-2-thienyl)acetamide, a solid.

Provenance & Evidence