DERIVATE DES L-PHENOXY-3-AMINO- PROPAN-2-OLS UND VERFAHREN ZU IHRER HERSTELLUNG

1443488 Pyrimidines CASSELLA FARBWERKE MAINKUR AG 19 Dec 1974 [20 Dec 1973] 54909/74 Heading C2C [Also in Division A5] Compounds of the general formula (X= ArCOOH=C(CH 3 )-, ArCH(OH)CH 2 CH (CH 3 )-; Ar= 2,4-dimethyl-5-pyrimidyl; benzene ring may carry 1-3 substituents selected from alkyl, alkenyl, alkynyl, cycloalkyl cycloalkenyl, alkoxy, alkenoxy, alkynoxy, benzyloxy, Ph, halogen, NR 1 R 2 ; R 1 = alkyl, acyl; R 2 = H, alkyl) their aldehyde condensation products and acid addition salts are prepared by (a) reacting the corresponding phenoxypropanolamine with 2,4-dimethyl-5-pyrimidylcarbonylacetone or XY (Y = halogen or ONa), (b) reacting a corresponding 1-phenoxy-2- hydroxypropyl halide and/or phenoxymethyloxirane with XNH 2 , (c) reacting the corresponding phenol with XNHCH 2 Z (Z= oxiranyl and/or 2-halo-1-hydroxyethyl), (d) reducing a product in which X = ArCOCH = C(CH 3 )- or the corresponding compound in which the CHOH group is replaced by CO or (e) reducing a compound corresponding to a product in which X = ArCH(OH)CH 2 CH(CH 3 )- but in which the other CHOH group is replaced by CO, optionally followed by conversion to an oxazolidine by condensation with R 3 CHO (R 3 = H, C 1-4 alkyl) or an acid addition salt. The preparation of starting materials for processes (a) and (b) is described.