Sodium Iodide → HCID 135529009, compound

Participants

Reaction Conditions

Reaction Steps

7-(2,6-Dimethoxy-benzoylamino)-4-hydroxy-3-(4-methoxy-phenylazo)-napthalene-2-sulfonic acid isopropyl ester (Example 17, 35 mg, 0.06 mmol) was suspended in 2-butanone (3 m) and sodium iodide (18 mg, 0.12 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 (30 mg, 0.053 mmol, 89%) as a red solid: NMR (DMSO-d6): δ 16.38 (s, 1H), 10.71 (s, 1H), 8.35 (d, J=9 Hz, 1H), 8.11 (s, 1H), 7.90 (m, 3H), 7.52 (s, 1H), 7.44 (t, J=9 Hz, 1H), 7.07 (d, J=9 Hz, 2H), 6.67 (d, J=9 Hz, 2H), 3.92 (s, 3H), 3.87 (s, 6H); Analytical HPLC: 87% pure; MS (ES-NEG): [M−H] 536; Anal. Calc. for C26H23N3O8SNa: C, 55.81, H, 3.96, N, 7.51. Found: C, 50.83, H, 4.07, N, 6.42.

Provenance & Evidence