AMINOPHENYL-CYCLOAMIDINES

1325528 Aminophenyl - cycloamidine derivatives BAYER AG 11 June 1971 [13 June 1970] 27494/71 Heading C2C Novel aminophenyl-cycloamidine derivatives (1) wherein R is a hydrogen atom or a straight or branched chain alkyl, alkenyl or alkynyl group, which can be substituted by a halogen atom or an alkoxy or hydroxy group; R2 is a -COR4 or -SO 2 R5 group [in which R4 is a hydrogen atom; a straight or branched chain alkyl, alkenyl, alkynyl, alkoxy, alkenyloxy, alkynyloxy, alkoxyalkoxy, alkoxyalkyl or alkoxy group, which can be substituted by a chlorine atom or by a hydroxy, cyano or oxo group; a cycloalkyl group or a cycloalkenyl group containing one or two double bonds, which groups can be substituted by one or more alkyl groups; a cycloalkylalkyl, tetrahydrofurfuryl, tetrahydrofuryl or tetrahydropyranyl group which can be substituted by one or more alkyl groups; a trifluoromethyl group; a carbalkoxyalkyl group; a cycloalkylalkoxy, cycloalkoxy, or tetrahydrofurylalkoxy group; a phenalkoxy, phenoxyalkoxy, phenoxy, phenylalkyl, phenyl or naphthyl group, the aromatic ring of which can be substituted by one or more alkyl, alkenyl, alkoxy, nitro, trifluoromethyl, cyano, alkylsulphonyl, acylamino and/or alkylsulphonylamino groups and/or halogen atoms; or a heteroaromatic O- and/or N-containing ring system; R5 is a straight or branched chain alkyl or alkenyl group; a cycloalkyl group; a phenylalkyl, phenyl or naphthyl group, the aromatic ring of which can be substituted by one or more alkyl, alkenyl, alkoxy, nitro, trifluoromethyl, cyano, acylamino, alkylsulphonyl and/or alkylsulphonylamino groups and/or chlorine, bromine or fluorine atoms]; R3, R7 and R8, which can be the same or different, are each a hydrogen or halogen atom or a straight or branchedchain alkyl, alkenyl or alkoxy group or a cyano or trifluoromethyl group; R6 and R9, which can be the same or different, are each a hydrogen atom or an alkyl group; and n is 3, 4 or 5; and salts thereof may be prepared by (a) reacting a compound (3) with a lactam or thiolactam (4) in which W is oxygen or sulphur, or with a salt or a reactive derivative thereof especially a lactam; (b) reacting an imide chloride (6) with an amine RNH 2 ; (c) reacting an arylisocyanate (8) with a lactam (9) (d) reacting a carbamic acid chloride (10) with a lactam (9); (e) alkylating a compound (1) in which R is hydrogen with B-R in which B is a reactive ester group or a halogen, and R is as above except hydrogen; or (f) reacting an aminoph