Sodium Hydroxide → HCID 54173782, compound

Participants

Reaction Steps

A solution of ester (IX; R=Z=H) (5.30 g, 17 mmol) in MeOH (10 mL) was treated with one equivalent of NaOH (17.0 nil of 1.0 N aqueous solution), and the mixture was heated until the MeOH had boiled off, and for 1 h under reflux, then cooled and filtered. Exact neutralisation (with17.0 mL of 1.0 N aqueous HCl) followed by refrigeration yielded 4-[3-(N,N-dimethylaminomethyl) phenyl]carbamoylbenzene-carboxylic acid (X;R=Z=H) (4.73 g, 93%), mp (MeOH/EtOAc) 209°-210 ° C. 1H NMR (CD3SOCD3) 10.41 (s, 1 H, NH), 8.07 (d, J=7.0 Hz, 2 H, H-2', 6'), 8.02 (d, J=7.0 Hz, 2 H, H-3',5'), 7.82 (s, 1 H, H-2), 7.72(d, J=8.05 Hz, 1 H, H-4), 7.33 (U, J= 7.8 Hz, 1 H, H-5), 7.09 (d, J=7.6 H z, 1 H, H -6 ), 3.61 (s, 2 H, CH2), 2.32 (s, 6 H, N(CH3)2).Anal. (C17H18N2O3) C, H, N.

Provenance & Evidence