Sodium Hydroxide → HCID 59320447, compound

Participants

Reaction Steps

A mixture of 2-benzothiazol-6-yl-propionic acid methyl ester (6.6 g, 30.0 mmol) and aqueous 2 N NaOH (23.0 ml) was heated at reflux for 1 hour until the reaction mixture became a dark red solution. The mixture was then cooled to room temperature and the mixture extracted with dichloromethane (×2) and the aqueous layer was acidified with conc.hydrochloric acid to pH4-5. The resulting solid was filtered off to afford the crude product, which was stirred in ethyl acetate the filtered and dried in vacuo to provide the title compound (4.3 g, 69.2%) as an off white solid. (300 MHz, DMSO-d6): δ 12.41 (s, 1H), 9.35 (s, 1H), 8.09-8.08 (d, J=1.5 Hz, 2H), 8.05-8.02 (d, J=8.7 Hz 2H), 7.48-7.45 (dd, J=1.5 Hz, 8.7 Hz, 1H), 3.89 (q, 1H), 1.45 (d, 3H). MS m/z 208 (M++1).

Provenance & Evidence