Benzoic acid, 4-[(dimethylamino)methyl]-, hydrazide synthesis

Yield:863646-40-6 84.2%

Reaction Conditions:

with hydrazine in methanol at 80;

Steps:

3

Example 3; 4-Dimethylaminomethyl-benzoic acid hydrazide; Methyl 4-dimethylaminomethyl-benzoate (4.0 g, 20 mmol) was mixed with hydrazine hydrate (9.7 ml, 200 mmol) in methanol at 80 °C overnight. The mixture was concentrated in vacuo and the residue was triturated with ether to give the title compound (3.37g, 84.2%) as a white solid. lH NMR (DMSO-d6), 5 (ppm) : 9.75 (w, 1H), 7.76 (d, 2H), 7.35 (d, 2H), 4.50 (w, 2H), 3.41 (s, 2H) and 2.13 (s, 6H).

References:

WO2005/80386,2005,A1 Location in patent:Page/Page column 38