C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/250, 260/297
C07D 213/50 (2006.01) C07D 213/30 (2006.01) C07D 213/38 (2006.01) C07D 231/12 (2006.01) C07D 237/08 (2006.01) C07D 239/26 (2006.01) C07D 241/12 (2006.01) C07D 277/28 (2006.01) C07D 303/24 (2006.01) C07D 307/52 (2006.01) C07D 333/22 (2006.01)
Patent
CA 1047512
DERIVATIVES OF 1-PHENOXY-3-AMINO-PROPAN-2-OL AND PROCESS FOR THEIR PRODUCTION Abstract of the Disclosure The present invention relates to now pharmacologically valuable derivatives of 1-phenoxy-3-amino-propan-2-ol having the formula Image wherein X denotes Image Image A denotes -CH2-alkoxy, -O-alkoxyalkyl, -O-hydroxyalkyl or Image , R1 denotes hydrogen or methyl, Image denotes an aromatic or quasi -aromatic, 5- membered or 6-membered, monocyclic ring which is linked through a C atom which has one or 2 nitrogen, oxygen and/or sulphur hetero -atoms and which can be substituted additionally by one or more methyl groups, and R2 and R3 denote hydrogen, alkyl, alkenyl or cycloalkyl or, conjointly with the N atom to which they are linked and,optionally,with a further oxygen or sulphur hetero-atom, denote a saturated, 5 membered or 6-membered, monocyclic, heterocyclic structure, and alkyl radicals contain 1 to 4 carbon atoms, alkoxy radicals contain 1 to 4 carbon atoms, alkenyl radicals contain 3 or 4 carbon atoms and cycloalkyl radicals contain 5 to 7 carbon atoms; and aldehyde condensation products and acid addition salts thereof and to the production thereof by a method selected from (A) reacting a compound having the formula Image with a compound of the general formula Y - X wherein X has the meanings indicated above and Y represents halogen and, ii X denotes Image also represents -OH, OK and -ONa; (B) reacting a compound having the formula Image with a compound of the formula H2N-X wherein X has the meanings indicator above and Z represents Image or Image , and Hal denotes halogen; (C) reacting a phenol of the formula Image with a compound of the formula Z-CH2NH-X wherein X has the meanings indicator above and Z denotes Image or Image wherein Hal represents a halogen atom; and that the resulting compound is optionally reacted with an aldehyde of the formula R4-CHO , wherein R4 denotes hydrogen or a lower alkyl radical having up to 4 C atoms, to form an oxyzolidine of the formula Image or is optionally reacted with an acid to form an acid addition salt. 1a
216421
Grawinger Otto
Nitz Rolf-Eberhard
Raabe Thomas
Scholtholt Josef
Schraven Eckhard
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