Process for preparing 2,4-dioxo-3-azabicyclo[3.1.0]hexanes

C - Chemistry – Metallurgy – 07 – D

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C07D 209/52 (2006.01)

Patent

CA 2209684

A process for preparing a compound of formula (I): (see fig.I) wherein R is C1-C6 alkyl, C3-C6 cycloalkyl or benzyl, and wherein the phenyl moiety of said benzyl group is optionally substituted with one or two substituents each independently selected from halo, nitro, C1-C6 alkyl, C1-C6 alkoxy, amino and trifluoromethyl, which comprises treating a solution of a compound of formula (II): (see fig.II) wherein R is as defined for formula (1), and a halonitromethane in a first organic solvent, with a quaternary ammonium fluoride of formula (III): (see fig.III) wherein R1, R2, R3 and R4 are each independently selected from C1-C8 alkyl and benzyl, optionally in solution in a second organic solvent.

Préparation d'un composé de formule (I) (voir fig. I), où R est un alkyle C1-C6, un cycloalkyle C3-C6 ou un benzyle, et où la fraction phényle du benzyle renferme facultativement un ou deux substituants, choisis chacun indépendamment parmi les groupes halo, nitro, alkyle C1-C6, alcoxy C1-C6, amino et trifluorométhyle, comprenant le traitement d'une solution d'un composé de formule (II) (voir fig. II), où R a la définition de la formule (1), et un halonitrométhane dans un premier solvant organique, avec un flurorure d'ammonium quaternaire de formule (III) (voir fig. III), où R1, R2, R3 et R4 sont choisis chacun indépendamment parmi un alkyle C1-C8 et un benzyle, facultativement en solution dans un second solvant organique.

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