GB778657A - A photographic colour developer, the production of coloured photographic images by means of colour-forming development, and coloured images so produced - Google Patents
A photographic colour developer, the production of coloured photographic images by means of colour-forming development, and coloured images so producedInfo
- Publication number
- GB778657A GB778657A GB755455A GB755455A GB778657A GB 778657 A GB778657 A GB 778657A GB 755455 A GB755455 A GB 755455A GB 755455 A GB755455 A GB 755455A GB 778657 A GB778657 A GB 778657A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrazolone
- phenyl
- carbethoxy
- prepared
- amino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
- C07D231/22—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms
- C07D231/24—One oxygen atom attached in position 3 or 5 with aryl radicals attached to ring nitrogen atoms having sulfone or sulfonic acid radicals in the molecule
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
- C07D231/46—Oxygen atom in position 3 or 5 and nitrogen atom in position 4
- C07D231/48—Oxygen atom in position 3 or 5 and nitrogen atom in position 4 with hydrocarbon radicals attached to said nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/44—Oxygen and nitrogen or sulfur and nitrogen atoms
- C07D231/46—Oxygen atom in position 3 or 5 and nitrogen atom in position 4
- C07D231/50—Acylated on said nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/30—Developers
- G03C5/3028—Heterocyclic compounds
- G03C5/3035—Heterocyclic compounds containing a diazole ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1 - Phenyl - 5 - pyrazolone - 3 - carboxylic acid hydrazide is prepared by heating together 1-phenyl - 3 - carbethoxy - 5 - pyrazolone, ethanol and hydrazine hydrate, and stirring the mixture into hydrochloric acid and ice. 1 - Phenyl - 5 - pyrazolone - 4 - amino - 3 - carboxylic acid methane sulphonhydrazide is prepared by reacting 1-phenyl-5-pyrazolone-3-carboxylic acid hydrazide with methanesulphochloride in the presence of NaOH, precipitating with HCl, forming the isonitroso derivative by reaction with acidified sodium nitrite, and reducing. 3 - Phenyl - 4 - amino - 5 - isoxazolone hydrochloride is prepared by forming the nitroso derivative of 3-phenyl-5-isoxazolone and reducing with tin sponge and hydrochloric acid. 1 - Phenyl - 4 - amino - 5 - pyrazolone - 3 - carboxylic acid amide is prepared by heating 1-phenyl - 3 - carbethoxy - 5 - pyrazolone with aqueous ammonia in an autoclave to obtain 1-phenyl - 5 - pyrazolone - 3 - carboxylic acid amide, forming the isonitroso derivative, and reducing with zinc dust and acetic acid. 1 - Phenyl - 4 - amino - 5 - pyrazolone - 3 - carboxylic acid hydrazide is prepared by forming the nitroso derivative of 1-phenyl-3-carbethoxy-5-pyrazolone, reacting with hydrazine hydrate, and reducing with tin and hydrochloric acid. 1 - (2 - Tetrahydrothiophenesulphone) - 3 - carbethoxy - 4 - amino - 5 - pyrazolone is prepared by reacting hydrazine hydrate with butadiene sulphone to obtain 2 - tetrahydrothiophenesulphonehydrazine, heating this with the sodium salt of ethyl oxalacetate, ethanol and acetic acid to obtain 1 - (2 - tetrahydrothiophenesulphone)-3 - carbethoxy - 5 - pyrazolone, and forming the nitroso compound and reducing with tin and hydrochloric acid. 1 - (4 - Aminophenyl) - 3 - carbethoxy - 4-amino - 5 - pyrazolone is prepared by heating together the sodium salt of ethyl oxalacetate, p-nitrophenylhydrazine hydrochloride and ethanol to obtain 1 - (4 - nitrophenyl) - 3 - carbethoxy-5 - pyrazolone, forming the nitroso derivative, and reducing with tin sponge and HCl. 3 - Carbethoxy - 4 - amino - 5 - pyrazolone is prepared by heating together sodium acetate, the sodium salt of ethyl oxalacetate and hydrazine sulphate to obtain 3-carbethoxy-5-pyrazolone, forming the nitroso derivative, and reducing with hydrogen in presence of Raney nickel. 1 - (41 - Phenoxy - 31 - sulphophenyl) - 3-amino - 5 - pyrazolone is prepared by reacting p - phenoxy - m - sulphophenylhydrazine in pyridine with ethyl b -ethoxy:b -iminopropionate, and may be reacted with ethyl lauroyl acetate in pyridine to obtain 11-(41-phenoxy-31-sulphophenyl) - 3 - lauroylacetamido - 5 - pyrazolone. 1 - Phenyl - 4 - amino - 5 - pyrazolone - 3 - 3 - (N-b -hydroxyethylcarboxylic amide) is prepared by heating 1 - phenyl - 3 - carbethoxy - 5 - pyrazolone with ethanolamine to obtain 1-phenyl-5-pyrazolone - (N - b - hydroxyethylcarboxylic azide), forming the nitroso derivative, and reducing. 1 - Phenyl - 3 - (p - aminophenyl) - 4 - aminopyrazolone is prepared by heating ethyl p-nitrobenzoylacetate with phenylhydrazine to obtain 1 - phenyl - 3 - (p - nitrophenyl) - 5 - pyrazolone, forming the nitroso derivative, and reducing with zinc dust and HCl. 1 - Phenyl - 4 - amino - 5 - pyrazolone - 3 - carboxylic acid azide is prepared by reacting 1-phenyl - 5 - pyrazolone - 3 - carboxylic acid hydrazide with nitrous acid to obtain 1-phenyl-4-isonitroso - 5 - pyrazolone - 3 - carboxylic acid amide and reducing with tin and hydrochloric acid. 1 - p - Sulphophenyl - 3 - carbethoxy - 4 - amino-5-pyrazolone is prepared by reacting 1-p-sulphophenyl-3-carbethoxy-5-pyrazolone with nitrous acid and reducing with tin and HCl. 1 - (4 - Carboxymethoxyphenyl) - 3 - carbethoxy-4 - amino - 5 - pyrazolone is prepared by reacting 4-hydrazinophenoxyacetic acid with the sodium salt of ethyl oxalacetate to obtain 1-(4-carboxymethoxyphenyl) - 3 - carbethoxy - 5 - pyrazolone, reacting this with nitrous acid to obtain 1 - (4 - carboxymethoxyphenyl) - 3 - carbethoxy-4 - isonitroso - 5 - pyrazolone, and reducing with tin and HCl. 1 - (2 - Benzthiazolyl) - 3 - methyl - 4 - amino-5-pyrazolone is prepared by reacting 2-chlorobenzthiazole with hydrazine hydrate to obtain benzthiazolyl-2-hydrazine, reacting with ethyl acetoacetate to obtain 1-(2-benzthiazolyl) - 3-methyl-5-pyrazolone, treating with nitrous acid to obtain 1 - (2 - benzthiazolyl) - 3 - methyl - 4-isonitroso - 5 - pyrazolone, and reducing. Specification 459,665, [Group IV], is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEA19872A DE1002627B (en) | 1954-03-15 | 1954-03-15 | A method of producing colored images by means of color development using color couplers and color developers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB778657A true GB778657A (en) | 1957-07-10 |
Family
ID=43014899
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB755455A Expired GB778657A (en) | 1954-03-15 | 1955-03-15 | A photographic colour developer, the production of coloured photographic images by means of colour-forming development, and coloured images so produced |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE536412A (en) |
| CH (1) | CH334344A (en) |
| DE (1) | DE1002627B (en) |
| FR (1) | FR1124967A (en) |
| GB (1) | GB778657A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE613367A (en) * | 1961-02-01 |
-
1954
- 1954-03-15 DE DEA19872A patent/DE1002627B/en active Pending
-
1955
- 1955-02-23 CH CH334344D patent/CH334344A/en unknown
- 1955-03-11 FR FR1124967D patent/FR1124967A/en not_active Expired
- 1955-03-11 BE BE536412A patent/BE536412A/en unknown
- 1955-03-15 GB GB755455A patent/GB778657A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE1002627B (en) | 1957-02-14 |
| CH334344A (en) | 1958-11-30 |
| BE536412A (en) | 1955-03-31 |
| FR1124967A (en) | 1956-10-22 |
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