Patent GB-759869-A (GB)
Title: Method of making photographic emulsions for colour photography
IPC: G03C7/388
Filed: 1954-03-24
Abstract: 41 - (O - Methoxybenzoylacetamido) - 31 - methoxy - 5 - [311:511 - di - (chlorosulphonyl) - benzamido] - 2 - (2111:4111 - di - tert. - amylphenoxy)benzanilide is prepared by adding 3:5-dichlorosulphonylbenzoyl chloride with stirring to a suspension of 41 - (o - methoxybenzoylacetamido)-31 - methoxy - 5 - amino - 2 - (211:411 - di - tert.-amylphenoxy)-benzanilide in glacial acetic acid at 35 DEG  C., and then adding anhydrous sodium acetate.  41 - (O - Methoxybenzoylacetamido) - 31 - methoxy - 2 - (211:411 - di - tert. - amylphenoxy) - 5-aminobenzanilide is prepared by reducing with hydrogen in presence of Raney nickel 41-(o-methoxybenzoylacetamido) - 31 - methoxy - 2-(211:411 - di - tert. - amylphenoxy) - 5 - nitrobenzanilide, itself prepared by adding 2-(21:41- di - tert. - amylphenoxy) - 5 - nitrobenzoyl chloride to a solution of anhydrous sodium acetate and 4 - (o - methoxybenzoylacetamido)-3-methoxyaniline in glacial acetic acid.  4 - (O - Methoxybenzoylacetamido) - 3 - methoxyaniline is prepared by reducing with iron and acetic acid 2-(21-methoxybenzoylacetamido)-5-nitroanisole, itself prepared by refluxing together in xylene ethyl o-methoxybenzoylacetate and 2-amino-5-nitroanisole in presence of anhydrous sodium acetate.  41 - (Benzoylacetamido) - 2 - (211:411 - di - tert.-amylphenoxy) - 5 - (3111:5111 - dichlorosulphonylbenzamido)-benzanilide is prepared by reacting together in dioxane containing pyridine 3:5-dichlorosulphonylbenzoyl chloride and 4-(benzoylacetamido) - 2 - (211:411 - di - tert. - amylphenoxy) - 5 - aminobenzanilide, itself prepared by reducing with iron and acetic acid the corresponding 5-nitro compound, prepared by reacting benzoylacet-4-aminoanilide with 2-(21:41-di-tert.-amylphenoxy)5-nitrobenzoyl chloride in dioxane containing pyridine.  Benzoylacet-4-aminoanilide is prepared by reducing with iron and acetic acid benzoylacet-4-nitroanilide, itself prepared by refluxing together in xylene ethyl benzoyl acetate, p-nitraniline, and anhydrous sodium acetate.  Dimethyl 5 - {p - [31 - (211:411 - di - tert.-amylphenoxyacetamido) - benzamido] - benzoylacetamido}-isophthalate is prepared by heating together in glacial acetic acid containing sodium acetate dimethyl 5 - (p - aminobenzoylacetamido) - isophthalate and 3 - (2:4 - di - tert.-amylphenoxyacetamido) - benzoyl chloride, itself prepared by reacting with thionyl chloride 3-(2:4 - di - tert. - amylphenoxy) - acetamidobenzoic acid, prepared by reacting m-aminobenzoic acid with 2:4-di-tert-amylphenoxyacetyl chloride in dioxane containing quinoline.  Dimethyl 5 - (p - aminobenzoylacetamido) - isophthalate is prepared by reducing with iron and acetic acid the corresponding p-nitro compound, itself prepared by refluxing together in xylene containing sodium acetate dimethyl 5-amino-isophthalate and ethyl p-nitrobenzoyl acetate.  Ethyl p-nitrobenzoylacetate is prepared by adding ammonium hydroxide solution to an ethanol solution of ethyl a -(p-nitrobenzoyl)-acetoacetate and, after standing, acidifying with glacial acetic acid.  Ethyl a  - (p - nitrobenzoyl) - acetoacetate is prepared by adding an acetone solution of p-nitrobenzoyl chloride and an aqueous solution of sodium hydroxide simultaneously to a cooled mixture of ethyl acetoacetate and water, and finally acidifying. Specifications 541,589, [Group XX], 680,477, 711,488, [Group IV (a)], 723,481, 757,368 and 759,870, [Group XX], are referred to.