4-Chlorobenzoyl chloride → HCID 89466729, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of N′-hydroxy-4-((2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxy)butanimidamide (0.100 g, 0.37 mmol) in dry toluene (2 mL) at room temperature, p-chlorobenzoyl chloride (0.066 g, 0.37 mmol) and potassium carbonate (0.061 g) were added. The reaction mixture was heated to 110° C. overnight in a sealed tube. Solids were filtered, then water was added to the filtrate and stirred for few minutes. The solid precipitate which formed was filtered and dried to yield (Z)—N′-((4-chlorobenzoyl)oxy)-4-((2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)oxy)butanimidamide (0.034 g; 22%). 1H NMR: 400 MHZ, DMSO-d6: δ 2.00 (t, J=6.80 Hz, 2H), 2.29 (t, J=7.60 Hz, 2H), 2.40 (t, J=7.20 Hz, 2H), 2.83 (t, J=7.60 Hz, 2H), 3.97 (t, J=6.40 Hz, 2H), 6.60 (s, 2H), 6.76 (s, 2H), 6.82 (s, 1H), 7.58 (d, J=8.40 Hz, 2H), 8.13 (d, J=8.40 Hz, 2H), 9.90 (s, 1H).

Provenance & Evidence