Sodium Iodide → HCID 135529010, compound

Participants

Reaction Conditions

Reaction Steps

7-(3,5-Dimethoxy-benzoylamino)-4-hydroxy-3-(4-methoxy-phenylazo)-napthalene-2-sulfonic acid isopropyl ester (Example 13, 96 mg, 0.19 mmol) was suspended in 2-butanone (3 mL) and sodium iodide (57 mg, 0.38 mmol) was added. The reaction mixture was allowed to stir under nitrogen at 60° C. for 24 h. The solvent was removed under a stream of nitrogen, acetone was added and the suspension was filtered to provide the title compound (86 mg, 0.17 mmol, 91%) as a red solid: NMR (DMSO-d6): δ 16.34 (s, 1H), 10.47 (s, 1H), 8.27 (d, 9 Hz, 1H), 8.18 (m, 1H), 7.95 (d, J=9 Hz, 1H), 7.83 (d, J=9 Hz, 2H), 7.51 (s, 1H), 7.17 (d, J=3 Hz, 2H), 7.08 (d, J=9 Hz, 2H), 6.74 (t, J=2 Hz, 1H), 3.78 (m, 9H); Analytical HPLC: 94% pure; MS (ES-NEG): [M−H] 536; Anal. Calc. for C26H23N3O8SNa: C, 55.81, H, 3.96, N, 7.51. Found: C, 52.65, H, 4.45, N, 5.99.

Provenance & Evidence