HCID 13084267, compound → HCID 13084274, compound

Participants

Reaction Steps

A suspension of 6-bromo-2-thioxo-benz[cd]indole-1(2H)-acetic acid, ethyl ester (2.5 g, 7.1 mmol, described in Example 5) in methanol (70 mL) and 2 N aqueous sodium hydroxide (5.3 mL) was stirred at room temperature for 2 days and evaporated. The residue was dissolved in water (300 mL, with slight warming), and the solution was acidified. The precipitate was collected by filtration, dried, and crystallized from ethanol-water to give the title compound (2.05 g): mp 253° C. (245° C. darkening); Anal. Calcd for C13H8BrNO2S: C, 48.46% H, 2.50% N, 4.35% and Found: C, 48.32% H, 2.62% N, 4.38%; IR (mineral oil) 3100, and 1715 cm-1 ; UV max (methanol) 436 (ε12,830), 361 (4680), 342 (3130), 311 (8140), 302 (sh, 7950), and 273 nm (24,160); NMR (DMSO-d6)δ 5.08 (s, 2H), 7.30 (d, 1H), 7.90 (d, 1H), and 8.00 (m, 3 H).

Provenance & Evidence