Sodium Hydroxide → HCID 14842741, compound

Participants

Reaction Steps

Treatment of a mixture of ethyl 5-chloro-7-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylate and ethyl 7-chloro-5-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylate (1.0 g) with sodium hydroxide as described in Example 1c, gave a mixture (0.930 g) of 5-chloro-7-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylic acid and 7-chloro-5-iodo-4-oxo-1,4-dihydroquinoline-2carboxylic acid. Chromatography of this mixture (0.150 g) on a reverse phase carbon-18 column gave 5-chloro-7-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylic acid (11 mg), mp 275° C. (dec). δ (360 MHz, DMSO-d6) 6.55 (1H, s, 3-H), 7.62 (1H, d, 6-H), 8.34 (1H, d, 8-H) and 11.91 (1H, bs, NH).

Provenance & Evidence