Water → HCID 66616545, compound

Participants

Reaction Steps

To a solution of 5-chloroisophthalic acid (7.0 g, 34.9 mmol) in DMF (30 mL) were added N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (16.73 g, 87.0 mmol) and HOBt.H2O (10.69 g, 69.8 mmol) at 0° C., followed by the addition of 10 mL of isobutylamine (8.67 mL, 87.0 mmol). The resulting mixture was stirred at rt for 3 h. The mixture was diluted with 1 N HCl solution and ethyl acetate. The organic layer was washed with brine, 1N NaOH solution, brine, dried over MgSO4 and concentrated to give a white solid (8.14 g, 72%). 1H NMR (CDCl3): δ 8.01 (d, J=1.6 Hz, 1H), 7.85 (d, T=1.6 Hz, 2H), 6.32 (m, 2H), 3.29 (dd, J=6.8, 6.4 Hz, 4H), 1.91 (m, 2H), 0.98 (d, J=6.8 Hz, 12H).

Provenance & Evidence