Methanol → HCID 178431699, compound

Participants

Reaction Steps

A solution of 4-[(4-chlorophenyl)ethynyl]benzaldehyde (1.31 g, 5.43 mmol) and 7-amino-2,2-dimethyl-4H-1,3-benzodioxin-4-one (1.00 g, 5.18 mmol) in toluene (20 ml) was heated at reflux for 18 h with azeotropic removal of water. Then the reaction mixture was cooled to rt and MeOH (20 ml) was added. The precipitate was filtered off, washed with MeOH and dried under reduced pressure to give 1.95 g of the titled compound as a yellow powder (91%). 1H NMR (CDCl3, 300 MHz) δ 8.42 (s, 1H), 7.99 (d, J=8.3 Hz, 1H), 7.91 (d, J=8.2 Hz, 2H, 7.65 (d, J=8.2 Hz, 2H), 7.50 (d, J=8.7 Hz, 2H), 7.37 (d, J=8.7 Hz, 2H), 6.91 (dd, J=8.3, 1.9 Hz, 1H), 6.74 (d, J=1.9 Hz, 1H), 1.77 (s, 6H).

Provenance & Evidence