Diethyl acetylenedicarboxylate → HCID 19735179, compound

Participants

Reaction Steps

Treatment of 3-chloro-5-iodoaniline (1.4 g) with diethylacetylene dicarboxylate (0.93 ml), as described in Example 1b, gave a mixture (1.83 g) of ethyl 5-chloro-7-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylate [δ (360 MHz, DMSO-d6) 1.37 (3H, t, CH2CH3), 4.40 (2H, q, CH2CH3), 6.59 (1H, s, 3-H), 7.61 (1H, s, 6-H), 8.32 (1H, s, 8-H) and 11.90 (1H, bs, NH)] and ethyl 7-chloro-5-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylate [δ (360 MHz, DMSO-d6) 1.37 (3H, t, CH2CH3), 4.40 (2H, q, CH2CH3), 6.63 (1H, s, 3-H), 7.90 (1H, s, 6-H), 8.04 (1H, s, 8-H) and 11.90 (1H, bs, NH)].

Provenance & Evidence