GB1342380A - Basic mono- and dis-azo dyestuffs - Google Patents

Abstract

1342380 N-Substituted aniline derivatives BAYER AG 3 Dec 1971 [5 Dec 1970] 56265/71 Heading C2C [Also in Divisions C4-C5] The preparation of compounds of formula wherein R is an alkylene group, R 1 is H, alkyl or alkenyl or a radical of formula wherein R 5 is H, alkenyl or alkynyl or a -C n H 2n Z radical, R 2 is an alkenyl or alkynyl radical, R 4 is H, NH 2 , alkylNH or (alkyl) 2 N or a -C n1 H 2n1 -Z 1 in which Z 1 is H, halogen, ON, OH, alkoxy, alkoxycarbonyl or alkylcarbonyloxy and n 1 is 1-6, R 3 is H, an alkenyl or alkynyl radical or a -C n H 2n -Z or radical in which the following radicals are defined as above D 1 -D, R 6 -R, R 7 -R 1 , R 8 -R 2 and R 9 -R 4 , Z is H, halogen, CN, OH, alkoxy alkylO.CO or alkylCO.O, Y is a -C p H 2p -, radical, n has the same meaning as n 1 , m is 0 or 1, p is 2-6, R 1 and R 3 or R 3 and R 4 together may form the remainder of a heterocyclic ring and An is an anion, is described. In examples: (1) N,N - dimethyl - N - (2 - chloroethyl)- amine hydrochloride and N-ethyl-aniline are condensed to yield N-ethyl-N-(2-dimethylaminoethyl)-aniline which is further reacted with allyl chloride in water to yield an aqueous solution of N- (2 - N<SP>1</SP> - ethyl - N<SP>1</SP> - phenyl - aminoethyl) - N,N - dimethyl - N - allyl - ammonium chloride and alternative methods are described; (6) N- (2 - N<SP>1</SP> - ethyl - N<SP>1</SP> - phenyl - aminoethyl) - N - methyl - N - allyl - hydrazinium chloride is prepared by condensing N-(2-N<SP>1</SP>- ethyl - N<SP>1</SP> - phenyl - aminoethyl) - N - methyl- N - allylamine with chloramine; (b) condensing N - ethyl - N - (2 - chloroethyl) - aniline with N - methyl - N - allyl - hydrazine and (c) condensing N - (2 - N<SP>1</SP> - ethyl - N<SP>1</SP> - phenylaminoethyl)-N-methyl-hydrazine with allyl bromide.