Cyanuric chloride → HCID 135484107, compound

Participants

Reaction Steps

7-Amino-4-hydroxy-3-(4-methoxy-phenylazo)-napthalene-2-sulfonic acid isopropyl ester Example 6, 10 g, 24 mmol) was suspended in acetone (120 mL) and cyanuric chloride (6.65 g, 36 mmol) was added. Saturated sodium bicarbonate (3 mL) was then added to the suspension. After 3 h, the reaction mixture was filtered, to provide the title compound (11.1 g, 19.7 mmol, 82%) as a red solid: NMR (DMSO-d6): δ 16.30 (s, 1H), 11.86 (s, 1H), 8.25 (d, J=9 Hz, 1H), 8.08 (s, 1H), 7.96 (d, J=9 Hz, 1H), 7.87 (s, 1H), 7.76 (d, J=9 Hz, 2H), 7.15 (d, J=9 Hz, 2H), 4.61 (m, 1H), 3.92 (s, 3H), 1.31 (d, J=3 Hz, 6H); MS (° FAB): 2 chlorine isotope pattern, [M+Na+] 585, [M+H+] 563; Anal. Calc. for C23H20Cl2N6O5S: C, 49.03, H, 3.58, N, 14.92. Found: C, 47.66, H, 3.29, N, 14.31.

Provenance & Evidence