4-DIMETHYLAMINO-N-HYDROXY-BENZAMIDINE synthesis

Yield:68451-71-8 81%

Reaction Conditions:

with hydroxyamino hydrochloride;anhydrous sodium carbonate in ethanol;water monomer; for 3 h;Reflux;

Steps:

General Procedure A:

General procedure: A solution of nitrile (2.5 mmol), hydroxylamine hydrochloride (695 mg, 10.0 mol), sodium carbonate (530 mg, 5.0 mol), water (6 mL) and ethanol (9 mL) was refluxed for 1 h (for 2c,d,f-i,l) or 3 h (2e,j,k). The reaction was allowed to cool and the ethanol was removed under reduced pressure. The aqueous layer was extracted with ethyl acetate (3 × 10 mL), the combined organic fractions were dried over anhydrous Na₂SO₄ and the solvent removed under reduced pressure to afford the desired amidoximes 2, which were sufficiently pure for use without further purification.

References:

Camp, Jason E.;Dunsford, Jay J.;Gill, Duncan M.;Ngwerume, Simbarashe;Saunders, Alexandra R.;Shabalin, Dmitrii A. [Synlett,2020,vol. 31,# 8,p. 797 - 800] Location in patent:supporting information