Process for the production of n-arylmorpholinones

Intermediate compounds of the formula III

• in which
• X denotes
• R1 denotes NO2 or CN,
• R2 denotes H, Hal, A, OR3, N(R3)2, NO2, CN, COOR3, CON(R3)2, NR3COA, NR3CON(R3)2, NR3COOR3, NR3SO2A, —[C(R5)2]n—Ar, —[C(R5)2]n-Het, —[C(R5)2]n-cycloalkyl, COR3, SO2N(R3)2 or SO2R4,
• R3 denotes H, A, —[C(R5)2]n—Ar or —[C(R5)2]n-Het,
• R4 denotes A, —[C(R5)2]n—Ar or —[C(R5)2]n-Het,
• R5 denotes H or A′,
• Ar denotes phenyl which is unsubstituted or mono-, di- or trisubstituted by Hal, A, OR5, N(R5)2, NO2, CN, COOR5, CON(R5)2, NR5COA, NR5SO2A, COR5, SO2N(R5)2 or S(O)nA,
• Het denotes a mono- or bicyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms which is unsubstituted or mono- or disubstituted by Hal, A, OR5, N(R5)2, NO2, CN, COOR5, CON(R5)2, NR5COA, NR5SO2A, COR5, SO2N(R5)2, S(O)nA and/or carbonyl oxygen (═O),
• A′ denotes unbranched or branched alkyl having 1-6 C atoms,
• A denotes unbranched, branched or cylic alkyl having 1-12 C atoms, in which one or two CH2 groups may be replaced by O or S atoms and/or by —CH═CH— groups and/or in addition 1-7H atoms may be replaced by F,
• Hal denotes F, Cl, Br or I,
• n denotes 0, 1 or 2,
• m denotes 0, 1, 2, 3 or 4,
• and salts thereof.

Process for the preparation of intermediate compounds of the formula III

• in which
• X denotes
• R1 denotes NO2, CN, COOR3, CON(R3)2, COR3, SO2R4, SO2N(R3)2, CF3, F or Cl,
• R2 denotes H, Hal, A, OR3, N(R3)2, NO2, CN, COOR3, CON(R3)2, NR3COA, NR3CON(R3)2, NR3COOR3, NR3SO2A, —[C(R5)2]n—Ar, —[C(R5)2]n-Het, —[C(R5)2]n-cycloalkyl, COR3, SO2N(R3)2 or SO2R4,
• R3 denotes H, A, —[C(R5)2]n—Ar or —[C(R5)2]n-Het,
• R4 denotes A, —[C(R5)2]n—Ar or —[C(R5)2]n-Het,
• R5 denotes H or A′,
• Ar denotes phenyl which is unsubstituted or mono-, di- or trisubstituted by Hal, A, OR5, N(R5)2, NO2, CN, COOR5, CON(R5)2, NR5COA, NR5SO2A, COR5, SO2N(R5)2 or S(O)nA,
• Het denotes a mono- or bicyclic saturated, unsaturated or aromatic heterocycle having 1 to 4 N, O and/or S atoms which is unsubstituted or mono- or disubstituted by Hal, A, OR5, N(R5)2, NO2, CN, COOR5, CON(R5)2, NR5COA, NR5SO2A, COR5, SO2N(R5)2, S(O)nA and/or carbonyl oxygen (═O),
• A′ denotes unbranched or branched alkyl having 1-6 C atoms,
• A denotes unbranched, branched or cylic alkyl having 1-12 C atoms, in which one or two CH2 groups may be replaced by O or S atoms and/or by —CH═CH— groups and/or in addition 1-7H atoms may be replaced by F,
• Hal denotes F, Cl, Br or I,
• n denotes 0, 1 or 2,
• m denotes 0, 1, 2, 3 or 4,
• and salts thereof, characterised in that
• a) a compound of the formula II
• X—NH2 II
• in which
• X has the meaning indicated above,
• is reacted with 5-chloro-2,3-dihydro-1,4-dioxin
• and
• the compound of the formula III is optionally converted into its salt.