Verfahren zur Herstellung von N-(B- oder y-Aminoalkyl)-aminoäthanen

The invention comprises compounds of the formula (wherein R1 is lower alkyl; R2 and R3 are hydrogen, lower alkyl or hydroxy lower alkyl; R4 is lower alkyl, lower haloalkyl, lower hydroxyalkyl, lower alkoxy lower alkyl, phenyl lower alkoxy lower alkyl, phenoxy lower alkyl optionally substituted by amino, alkoxy, alkylenedioxy or nitro groups, pyridoxy lower alkyl, pyridyl lower alkoxy lower alkyl, benzoyloxy lower alkyl optionally substituted by halogen, amino, alkoxy or alkylenedioxy groups, pyridylcarbonyloxy lower alkyl or lower alkanoyloxy lower alkyl; X is an alkylene chain of 2 or 3 carbon atoms; and Y is halogen, lower alkoxy, phenyl lower alkoxy, phenoxy optionally substituted by amino, alkoxy, alkylenedioxy or nitro groups, pyridoxy, pyridyl lower alkoxy, lower alkanoyloxy, benzoyloxy optionally substituted by halogen, amino, alkoxy or alkylenedioxy groups, or pyridylcarbonyloxy: the word "lower" referring to groups containing at most 6 carbon atoms) and acid-addition salts thereof; and their preparation (1) by condensing 2 mols. of (wherein Y is an ether group as defined above) with one mol. of R2.NH.X.NH.R3; or (2) by condensing 2 mols. of R1.CO.CH2Y or the ketal thereof under acidic reducing conditions with one mol. of R2.NH.X.NH.R3; or (3) by condensing 2 mols. of (wherein Y is an ether group as defined above) which may be produced in situ by reduction of the corresponding nitro compound, with 1 mol. of Halogen-X-Halogen; or (4) by condensing 2 mols. of compound IID with 1 mol. of Z.CO. CO.Z (wherein Z is OH, substituted OH or halogen) to form a compound of the formula and reducing thio; or (5) condensing 2 mols. of compound IID (wherein Y has any of the values assigned for compounds I) under acidic reducing. conditions with OHC.COR6 (wherein R6 is hydrogen or methyl) or the acetal thereof; or (6) by condensing 2 mols. of compound IIA with 1 mol. of a salt of R2.NH.CO.CO.NH.R3 to form compound IVC, and reducing thio; or (7) by condensing 1 mol. of compound IIA with 1 mol. of R2.NH.X.NR3R4; or (8) by condensing 1 mol. of compound IID with 1 mol. of Halogen. CH.R6.CO.NR3R4 to form and reducing thio; or (9) by condensing 1 mol. of compound IID with 1 mol. of Halogen. X.NR3R4; or (10) by condensing 1 mol. of compound IID with 1 mol. of Z.CO.CH.R6. NR3R4 to form and reducing thio; or (11) by condensing 1 mol. of compound IID (where