Patent ID: 6255489
Filing Date: 2001-07-03
Classification: C07C,C07D

Abstract:
A process for the preparation of a (hetero)aromatic hydroxylamine compound of formula I ##STR10##whereinR.sup.1 is a group A-B, whereA is --O--, --CH.sub.2 -, --O--CH.sub.2 -, --CH.sub.2 -O--, --CH.sub.2 -O--CO--, --CH.dbd.CH--, --CH.dbd.N--O--, --CH.sub.2 -O--N.dbd.C(R.sup.a)- or a single bond,B is phenyl, naphthyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, 1,2,4-triazolyl, 1,2,3-triazolyl, furanyl, thienyl, pyrrolyl or C.sub.3 -C.sub.7 -cycloalkyl, where B may be substituted by 1-3 substituents R.sup.i,R.sup.i is hydrogen, halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkyl-C(R.sup.d)=N--O--C.sub.1 -C.sub.4 -alkylene, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylaminocarbonyl, C.sub.1 -C.sub.4 -dialkylaminocarbonyl, C.sub.1 -C.sub.4 alkylcarbonylamino, C.sub.1 -C.sub.4 -alkylcarbonyl-C.sub.1 -C.sub.4 -alkylamino or phenyl which itself may be substituted by halogen or C.sub.1 -C.sub.4 -alkyl,R.sup.a is hydrogen, halogen, cyano, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, cyclopropyl or trifluoromethyl,R.sup.d is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.4 -alkenyl, or C.sub.2 -C.sub.4 -alkynyl,R.sup.2 is halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl or C.sub.1 -C.sub.4 -alkoxycarbonyl,X is CH andn is 0, 1, 2 or 3, where the radicals R.sup.2 are identical or different when n is greater than 1, which process comprises hydrogenating a (hetero)aromatic nitro compound of formula II ##STR11##in the presence of a hydrogenation catalyst, wherein the hydrogenation is carried out in a mixture comprising an inert, aprotic solvent and a C.sub.1 -C.sub.4 -alkylamine.