Patent GB-739913-A (GB)
Title: Improvements in colour photography
IPC: G03C7/333
Filed: 1953-05-01
Abstract: 3 - Azo - bis - [1 - (p - sulphophenyl) - 3 - n - octyl - 5 - pyrazolone] is prepared by reducing 1 - p - sulphophenyl - 3 - n - octyl - 4 - isonitroso - 5-pyrazolone in warm water with hydrogen in the presence of Raney nickel, filtering off the catalyst and mixing the filtrate into concentrated hydrochloric acid, cooling and treating with sodium nitrite, adding sodium carbonate solution, acidifying, concentrating to dryness, extracting with alcohol, and precipitating with ether.  4 - Azo - bis - 1 - p - sulphophenyl - 3 - methyl - 5 - pyrazolone is similarly prepared.  1 - (p - Sulphophenyl) - 3 - methyl - 4 - (11 - phenyl - 31 - benzamido - 51 - oxo - 21 - pyrazo linyl - 41 - azo) - 5 - pyrazolone is prepared by reacting 1-phenyl-3-benzamido-5-pyrazolone in aqueous sodium carbonate solution with 1-p-sulphophenyl - 3 - methyl - 5 - pyrazolone - 4 - diazonium enol betaine. 1-(4-tert.-Butylphenoxyphenyl) - 3 - [a  - (4 - tert. - butylphenoxy) - propionamido] - 4 - (11 - p - sulphophenyl - 31 - methyl - 51 - oxo - 21 - pyrazolinyl - 41 - azo) - 5 - pyrazolone is similarly prepared.  2 : 21 - Di - (2 : 4 - di - tert. - amylphenoxyacetamido) - 5 : 51 - dimethyl - 6 : 61 - dichloroazodiphenol is prepared by diazotization and auto-coupling of 2-(2 : 4-di-tert.-amylphenoxyacetamido)-4-amino-5-methyl-6-chlorophenol.  1 - Hydroxy - 21 : 51 - dibutoxy - 4 - (4 - hydroxy-2 - n - pentadecylphenylazo) - 2 - naphthanilide is prepared by adding diazotized 4-amino-3-n-pentadecylphenol to a pyridine solution of 1 - hydroxy - 21 : 51 - dibutoxy - 2 - naphthanilide.  Specifications 458,664, [Group XX], 547,064, 586,211, 598,174, 598,657, 627,814 and 738,138 are referred to.ALSO:1 - p - Sulphophenyl - 3 - n - octyl - 5 - pyrazolone is prepared by refluxing together ethyl pelargonoylacetate and p-sulphophenylhydrazine in ethyl alcohol and aqueous acetic acid.  1 - p - Sulphophenyl - 3 - n - octyl - 4 - isonitroso - 5 - pyrazolone is prepared by treating an aqueous acetic acid solution of 1-p-sulphophenyl - 3 - n - octyl - 5 - pyrazolone with sodium nitrite.  2 - (2 : 4 - Di - tert. - amylphenoxy) - acetamido - 4 : 6 - dichloro - 5 - methylphenol is prepared by adding 2 : 4-di-tert.-amylphenoxyacetyl chloride to a solution of 2-amino-4 : 6-dichloro - 5 - methylphenol hydrochloride and anhydrous sodium acetate in acetic acid and stirring.  2 - (2 : 4 - Di - tert. - amylphenoxyacetamido)-5 - methyl - 6 - chloroquinone is prepared by adding 2 - (2 : 4 - di - tert. - amylphenoxyacetamido) - 4 : 6 - dichloro - 5 - methylphenol to a mixture of concentrated hydrochloric acid and acetic acid.  2 - (2 : 4 - Di - tert. - amylphenoxyacetamido)-4 - nitroso - 5 - methyl - 6 - chlorophenol is prepared by reacting 2-2 : 4-di-tert.-amylphenoxyacetamido) - 5 - methyl - 6 - chloroquinone with hydroxylamine hydrochloride in alcohol.  2 - (2 : 4 - Di - tert. - amylphenoxyacetamido)-4 - amino - 5 - methyl - 6 - chlorophenol is prepared by reducing 2-(2 : 4-di-tert.-amylphenoxyacetamido) - 4 - nitroso - 5 - methyl - 6 - chlorophenol with hydrogen.  1 - Hydroxy - 21 : 51 - dibutoxy - 2 - naphthanilide is prepared by condensing phenyl 1-hydroxy-2-naphthoate with aminohydroquinone dibutyl ether.  Specifications 458,664, [Group XX], 547,064, 586,211, 598,174, 598,657, 627,814 and 738,138 are referred to.