Methanamine, N-[(2-chlorophenyl)methylene]-, N-oxide synthesis

Yield:33499-26-2 96%

Reaction Conditions:

with sodium acetate in ethanol;water at 20;

Steps:

4.2. General procedure for the synthesis of nitrones 4a-h

General procedure: Most of the substituted nitrones were synthesized under stirring and in short reaction times, 10-15 min, via condensation of the suitable aldehyde (1 mol) with N-methyl- or N-benzylhydroxylamine hydrochloride (1 mol) in the presence of sodium acetate (1.2 mol) dissolved in EtOH/H₂O 1:1 (10 mL) at room temperature. The bulk of the solvent was removed under reduced pressure and the residue was extracted with dichloromethane (3×20 mL). The combined organic layers were dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure.

References:

Bortolini;Mulani;De Nino;Maiuolo;Nardi;Russo;Avnet [Tetrahedron,2011,vol. 67,# 31,p. 5635 - 5641] Location in patent:experimental part