GB737700A - New colour couplers for use in colour photography - Google Patents

Abstract

1 - Phenyl - 3 - [N - phenyl - N1 - octadecylguanidino - (N11)] - 4 - p - [N - methyl : N - b -sulphoethylamino) - benzylidene] - 5 - pyrazolone is prepared by boiling together in ethanol 1-phenyl - 3 - [N - phenyl - N1 - octadecylguanidino - (N11)] - 5 - pyrazolone and the sodium salt of p-(N-methyl : N-b -sulphoethylamino)-benzaldehyde.ALSO:Compounds of the general formula <FORM:0737700/IV (b)/1> wherein X is an aryl radical which may be substituted and R1, R2 and R3 are H or substituted or unsubstituted alkyl or aryl groups, are prepared by treating compounds of the general formula <FORM:0737700/IV (b)/2> wherein Y is an alkyl group, and which may be substituted in a phenyl nucleus by one or more alkyl, alkoxy, or cyano groups or halogen atoms, with ammonia or a primary or secondary amine. 1 - Phenyl - 3 - [N - phenyl - N1 - benzylguanidino - (N11)] - 5 - pyrazolone is prepared by heating together 1-phenyl-3(S-methyl-N-phenylisothiocarbamylamino) - 5 - pyrazolone with benzylamine. 1 - Phenyl - 3 - [N - phenyl - N1-butylguanidino - (N11)] - 5 - pyrazolone, 1-phenyl - 3 -[N - phenyl - N1 - cyclohexylguanidino-(N11)] - 5 - pyrazolone, 1 - phenyl - 3 - [N-phenyl - N1 : N1 - diethylguanidino - (N11).] - 5-pyrazolone, 1 - phenyl - 3 - [N - ethyl - N1-benzylguanidino - (N11)] - 5 - pyrazolone, 1-phenyl - 3 - [N - p - acetaminophenyl - N1 - benzylguanidino - (N11)] - 5 - pyrazolone, 1 - phenyl - 3-[N - p - chlorophenyl - N1 - p - ethoxyphenylguanidino - (N11)] - 5 - pyrazolone, 1 - phenyl - 3-[N - phenylguanidino - (N1)] - 5 - pyrazolone, 1-phenyl - 3 - [N - octadecyl - N1 - p - chlorophenylguanidino - (N11)] - 5 - pyrazolone, and 1 - phenyl - 3 - [N - phenyl - N1 - octadecylguanidino-(N11)] - 5 - pyrazolone are similarly prepared. The potassium salt of 1-phenyl-3-[N-phenyl-N1 - octadecylguanidine - (N11)] - 5 - pyrazolone disulphonic acid is prepared by sulphonating 1-phenyl - 3 - [N - phenyl - N1 - octadecylguanidino - (N11)] - 5 - pyrazolone with oleum and neutralizing with potassium carbonate. 1 - Phenyl - 3 - (S - methyl - N - phenylisothiocarbamylamino - 5 - pyrazolone is prepared by reacting together 1 - phenyl - 3 - amino - 5-pyrazolone with phenyl isothiocyanate in pyridine to yield 1 - phenyl - 3 - phenylthiocarbamylamino - 5 - pyrazolone, and reacting a solution of this intermediate in aqueous caustic soda solution with dimethyl sulphate. 1-Phenyl-3 - (S - methyl - N - ethylisothiocarbamylamino)-5 - pyrazolone and 1 - phenyl - 3 - ethylthiocarbamylamino - 5 - pyrazolone, 1 - phenyl - 3-(S - methyl - N - p - acetaminophenylthiocarbamylamino - 5 - pyrazolone and 1 - phenyl - 3-p - acetaminophenylthiocarbamylamino - 5-pyrazolone, and 1 - phenyl - 3 - (S - methyl - N - p - chlorophenylisothiocarbamylamino) - 5-pyrazolone and 1 - phenyl - 3 - p - chlorophenylthiocarbamylamino - 5 - pyrazolone are similarly prepared. Specifications 651,059, [Group XX], and 673,091 are referred to.