Process for the preparation of o-alkylated hydroxylamines

C - Chemistry – Metallurgy – 07 – D

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260/267.2, 260/3

C07D 295/12 (2006.01) C07D 295/088 (2006.01)

Patent

CA 1110642

ABSTRACT OF THE DISCLOSURE A process for the preparation of 0-alkylated hydroxylamines of general formula (I) Image wherein X represents -OR', -SR' or Image ; R1 represents hydrogen or, if X is -OR1, an amino group, or alkyl or a mono- or binuclear optionally substi- tuted aryl radical; R2 and R3 which may be the same or different each repre- sents hydrogen, optionally substituted alkyl or cycloalkyl, aralkyl or di- aralkyl or aryl, hydroxyl, if the other of R2 and R3 is hydrogen; or R2 and R3 together with the nitrogen atom to which they are attached represent an optionally substituted 5- to 7-membered saturated ring optionally interrupted by A further hetero atom or a 5-membered heteroaromatic ring optionally anel- lated with a benzene or uracil ring; together with their physiologically com- patible acid addition salts with those organic or inorganic acids which per- mit the preparation of non-toxic salts, in which in a first state a hydroxyl- amine compound of formula (VII) Image (VII) is reacted with a compound of formula U-R6 (VIII) to form compounds of formula Image (IX) protecting groups Image are separated therefrom as Image by hydrolysis and the product of formula (I) is isolated in the form of a free base or is converted with a suitable acid into a physiologically compatible acid addition salt, wherein in the above formulae; R4 represents optionally substituted alkyl or aryl; R5' represents hydrogen, optionally substituted alkyl or aryl or halogen; R6 has the meanings specified above for y or additionally represents the radical Image ; T represents a hydrogen atom, if U has a different meaning from hydrogen, or the group Image or Image U represents a hydrogen atom, if T has a different meaning from hydrogen, or the group Image or Image and Z represents a halogen atom, or a reactive sulphonic acid ester group, whereby in each case T or U is hydrogen.

326980

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