Patent GB-804661-A (GB)
Title: Improvements in the mordanting of dyes in photographic layers
IPC: G03C1/825
Filed: 1955-12-19
Abstract: 5 - [4 - (2:4 - Di - tert. - amylphenoxy) - 3-(phenylcarbamyl) - phenylcarbamyl] - 1 : 3 - benzenedisulphonyl chloride is prepared by reacting 5 - amino - 2 - (2:4 - di - tert. - amylphenoxy) benzanilide in glacial acetic acid containing sodium acetate with 3:5-dichlorosulphonylbenzoyl chloride.  2:4 - Dichloro - 3 - methyl6 - [21 - (211:411 - di - tert. - amylphenoxy) 51-(311:511 - dichlorosulphonyl - benzamido) benzamido] phenol, 1 - hydroxy - 4 - chloro - N -{4-[2 - (2:4 - di - tert. - amylphenoxy) 5 - (3:5 - disulphobenzamido) benzamido] phenethyl] 2-naphthamide (disodium salt), 5 - [2 - (2:4 - di-tert. - amylphenoxy) phenylcarbamyl] 1:3 - benzenedisulphonyl chloride, 5 - [4 - (2:4 - di - tert.-amylphenoxy) phenylcarbamyl) 1:3 - benzenedisulphonyl chloride, 4 - (2:4 - di - tert. - amylphenoxy) 1:3 - phenylene - bis - (3 - carbamylbenzenesulphonyl chloride), and 6 - [5 - (m-chlorosulphonylbenzamido) - 2 - (2:4 - di - tert.-amylphenoxy) benzamido] 2:4 - dichloro - 3-methylphenol are similarly prepared.  2 - (21:41 - Di - tert. - amylphenoxy) 5 - nitrobenzoyl chloride is prepared by reacting with thionyl chloride 2-(21:41-di-tert.-amylphenoxy) 5-nitrobenzoic acid, itself prepared by heating together 2:4-di-tert.-amylphenol, potassium hydroxide and 2-chloro-5-nitrobenzoic acid.  2 - (2:4 - Di - tert. - amylphenoxy) 5 - aminobenzanilide is prepared by reducing with hydrogen in presence of Raney nickel the corresponding 5-nitro compound, itself prepared by reacting together in xylene 2-(2:4-di-tert.-amylphenoxy) 5-nitrobenzoyl chloride and aniline.  2 - Amino - 4:6 - dichloro - 5 - methylphenol hydrochloride is prepared by acetylating 2-amino-4-chloro-5-methylphenol with acetic anhydride and glacial acetic acid, reacting with sulphuryl chloride, adding ethyl alcohol and hydrochloric acid, and boiling.  2:4 - Dichloro - 3 - methyl - 6 - [31 - nitro - 61-(211:411 - di - tert. - amylphenoxy) benzamido] phenol is prepared by reacting together 2-amino-4:6 - dichloro - 5 - methylphenol hydrochloride and 2 - (21:41 - di - tert. - amyl-phenoxy)-5-nitrobenzoyl chloride in acetic acid containing sodium acetate, and may be reduced to the corresponding 31-amino compound with iron and acetic acid.  3:5-Dicarboxyphenol is prepared by heating with potassium and sodium hydroxides (followed by acidification) potassium 3:5-dicarboxybenzenesulphonate, itself prepared by sulphonating isophthalic acid with 60 per cent oleum and treating an aqueous solution of the product with concentrated aqueous potassium chloride solution.  3:5 - Dichloroformylphenol is prepared by refluxing together 3:5-dicarboxyphenol and thionyl chloride, and may be reacted with methanol to obtain 3:5-dicarbomethoxyphenol. 3:5-Dicarbomethoxyphenoxyacetic acid is prepared by reacting together in methanol 3:5-dicarbomethoxyphenol and bromacetic acid in presence of sodium methoxide, and may be reacted with thionyl chloride to obtain the corresponding acid chloride.  6 - [2 - (2:4 - Di - tert. - amylphenoxy) 5-(3:5 - dicarbomethoxyphenoxyacetamido) benzamido] - 2:4 - dichloro - 3 - methylphenol is prepared by refluxing together in acetone containing dimethylaniline 6-[3-amino-6-(2:4-ditert.-amylphoenoxy) benzamido] 2:4 - dichloro-3 - methylphenol and 3:5 - dicarbomethoxyphenoxyacetyl chloride.  2:4 - Di - tert. - amyl - 41 - aminodiphenyl ether is prepared by reducing with hydrogen in presence of Raney nickel 2:4-di-tert.-amyl-41-nitrodiphenyl ether, itself prepared by heating together 2:4-di-tert.-amylphenol and p-chloronitrobenzene in presence of potassium hydroxide. 2:4-Di-tert.-amyl-21-aminodiphenyl ether and 2:4 - di - tert. - amyl - 21 - nitrodiphenyl ether, also 4-(2:4 - di - tert. - amylphenoxy) - m - phenylenediamine and 4 - (2:4 - di-tert. - amylphenoxy) - m - dinitrobenzene, are similarly prepared. Specifications 529,440, [Group IV], 627,814 and 656,131, [Group XX], are referred to.ALSO:[1 : 3 : 4 : 5 - Tetramethyl - 2 - pyrrole] [3 - ethyl - 2 - benzoxazole] - tetramethinecyanine iodide is prepared by refluxing together 2-(4-methoxy - 1 : 3 - butadienyl) - benzoxazole ethiodide and 1 : 3 : 4 : 5 - tetramethylpyrrole in acetic anhydride. Specifications 529,440, [Group IV], 627,814 and 656,131, [Group XX], are referred to.