Aryl-Substituted Aliphatic Amine Oxides

摘要

1,190,648. Amine oxides. ARMOUR & CO. 1 Nov., 1967 [2 Nov., 1966], No. 49735/67. Heading C2C. The invention comprises amine oxides of the formula in which R denotes a phenyl or naphthyl radical or a phenyl radical substituted with one or two methyl, hydroxy, methoxy and (or) phenoxy groups, R 1 and R 2 have the various meanings given below, and x and y are integers 0-19, their total being 8-19. R 1 and R 2 are defined as follows: (1) each may be an alkyl group of 1-3 carbon atoms, (2) R 1 may be a group -(CH 2 CH 2 O) p H and R 2 may be a group -(CH 2 CH 2 O) r H,p and r denoting integers 1-40, the total not exceeding 60, (3) R 1 may be a group -(CH(CH 3 )CH 2 O) p H and R 2 may be a group -(CH(CH 3 )CH 2 O) r H, (4) R 1 may be a group -CH 2 (CH 2 )CH x (R)(CH 2 ) y CH 3 or a group -CH 2 (CH 2 ) x (CH 2 (CH 2 ) y CH 3 and R 2 may be (a) an alkyl group of 1-3 carbon atoms; (b) a group -(CH 2 CH 2 O) p H or (c) a group -(CH(CH 3 )CH 2 O) p H, or (5) R 1 may be a group -(CH 2 ) z N(R 3 )(R 4 ) # O, in which R 3 and R 4 may be (a) alkyl groups of 1-3 carbon atoms or (b) R 2 may be a group -(CH 2 CH 2 O) m H, R 3 may be a group -(CH 2 CH 2 O) w H and R 4 may be a group -(CH 2 CH 2 O) s H, z denoting an integer 2-6 and m, w and s denoting integers 1-40, the total not exceeding 80 or (c) R 2 may be a group -(CH(CH 3 )CH 2 O) m , R3 may be a group -(CH(CH 3 )CH 2 O) w H and R 4 may be a group -(CH(CH 3 )CH 2 O) s H. The amine oxides are obtainable by treating an appropriate tertiary amine with hydrogen peroxide at 20- 50‹ C. Examples are given of the preparation of oxides of N,N-dimethylphenylundecylamine, N,N-dimethylphenyldocosylamine, N,N-di-(#- hydroxyethyl) tolyloctadecylamine, N,N-dimethyltolyloctadecylamine and N-methyl- N,N-diphenyloctadecylamine.