A process for the preparation of 4-hydroxyalkylamino-2-nitro-anisoles of
the general formula (I) ##STR00001## wherein m is 2 or 3; by reaction of
a 4-halogeno-3-nitro-aniline of formula (II) with a
chloroalkyl-chloroformate of formula (III), alkaline ring closure of the
resulting carbamate and nucleophilic replacement of the halogeno atom by
a methoxy group to form a derivative of formula (IV), and finally ring
opening of the resulting cyclic carbamate by treatment with methanolic
alkali metal hydroxide, followed by neutralization with inorganic or
organic acids, wherein the complete reaction is executed in a non-aqueous
medium; as well as process for the preparation of
2-amino-4-hydroxyalkylamino-anisoles of formula (V) ##STR00002##