GB975930A - Improvements in or relating to the production of coloured photographic images - Google Patents
Improvements in or relating to the production of coloured photographic imagesInfo
- Publication number
- GB975930A GB975930A GB23203/61A GB2320361A GB975930A GB 975930 A GB975930 A GB 975930A GB 23203/61 A GB23203/61 A GB 23203/61A GB 2320361 A GB2320361 A GB 2320361A GB 975930 A GB975930 A GB 975930A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pyrazolone
- pentadecyl
- give
- methyl
- prepared
- 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
- C07D231/44—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
- C07D231/02—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
-
- 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
- C07D231/26—1-Phenyl-3-methyl-5- pyrazolones, unsubstituted or substituted on the phenyl ring
-
- 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
-
- 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
- C07D231/52—Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa
-
- 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
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/18—Processes for the correction of the colour image in subtractive colour photography
-
- 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
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/32—Colour coupling substances
- G03C7/34—Couplers containing phenols
- G03C7/344—Naphtholic couplers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
1, 2-Dimethyl-4-amino-5-tridecyl-pyrazolone-3 is prepared by refluxing myristoyl acetic acid methyl ester with symmetrical dimethyl hydrazine dihydrochloride to give 1, 2-dimethyl-5-tridecyl-pyrazolone-3-hydrochloride, treating this with aqueous sodium nitrite to give the 4-nitrosoderivative, and reducing this with hydrogen under pressure and a nickel catalyst. The corresponding 5-nonyl, 5-undecyl, and 5-pentadecyl-pyrazolones are prepared similarly. 1-Methyl-2-(21-chloro-51-carbomethoxyphenyl) -4-amino-5-pentadecyl-pyrazolone-3 is prepared by diazotizing 3-amino-4-chloro-benzoic acid methyl ester and reducing the diazonium salt with sulphur dioxide to give 2-chloro-5-carbomethoxy-phenylhydrazine hydrochloride, freeing the hydrazine base with sodium acetate and reacting this with palmitoyl acetic acid methyl ester to give 2-(21-chloro-51-carbomethoxyphenyl) -5-pentadecyl-pyrazolone-3. The 1-methyl derivative of this pyrazolone is them made by fusing with methyl p-toluene sulphonate followed by treatment with aqueous sodium acetate and then the 4-nitroso derivative is formed and reduced to the amine as described above. 1 - Methyl - 2 - (p - carbethoxyphenyl) - 4 - amino-5-pentadecyl-pyrazolone-3 is similarly prepared from p-carbethoxyphenylhydrazine and palmitoyl acetic acid methyl ester followed by fusing with methyl p-toluene sulphonate and treatment with sodium acetate to give 1-methyl-2-(p-carbethoxyphenyl)-5-pentadecyl-pyrazolone-3, but then the 4-nitro-derivative is prepared by nitration with nitric acid and this is then reduced with hydrogen and a nickel catalyst. Specifications 975,928, 975,939 and 975,940 also are referred to.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3960856A GB880862A (en) | 1960-09-27 | 1956-12-31 | Improvements in or relating to the production of coloured photographic images |
DEG30580A DE1119666B (en) | 1960-09-27 | 1960-09-27 | Process for the preparation of color masked photographic color images by color development |
Publications (1)
Publication Number | Publication Date |
---|---|
GB975930A true GB975930A (en) | 1964-11-25 |
Family
ID=32394821
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB23203/61A Expired GB975930A (en) | 1956-12-31 | 1961-06-27 | Improvements in or relating to the production of coloured photographic images |
Country Status (5)
Country | Link |
---|---|
US (2) | US3012884A (en) |
BE (1) | BE563474A (en) |
DE (1) | DE1063900B (en) |
FR (2) | FR1207422A (en) |
GB (1) | GB975930A (en) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR79706E (en) * | 1959-11-13 | 1963-04-17 | ||
BE587525A (en) * | 1960-02-12 | |||
BE601938A (en) * | 1960-03-29 | |||
BE631903A (en) * | 1962-05-04 | |||
DE2524134A1 (en) * | 1975-05-30 | 1976-12-16 | Brill Bernhard Dr | VARIO PRESSEUR FOR A Rotogravure PRINTING MACHINE |
US4128425A (en) * | 1977-05-06 | 1978-12-05 | Polaroid Corporation | Photographic developers |
EP1764082B1 (en) * | 2003-12-01 | 2011-06-29 | L'Oréal | 4-5-diamino-N,N-dihydro-pyrazol-3-one derivatives for use in composition for dyeing keratin fibres |
FR2866338B1 (en) * | 2004-02-18 | 2006-06-02 | Oreal | COMPOSITION FOR DYING KERATIN FIBERS COMPRISING AT LEAST ONE DIAMINO-N, N-DIHYDRO-PYRAZOLONE DERIVATIVE |
FR2902323B1 (en) * | 2006-06-20 | 2008-08-08 | Oreal | PROCESS FOR THE PREDICTIBLE DYING OF KERATIN FIBERS BY APPLYING A COMPOSITION CONTAINING A DIAMINO-N, N-DIHYDRO-PYRAZOLONE DERIVATIVE AND A CORE OR DUST-COATED COMPOSITION |
FR2902328B1 (en) * | 2006-06-20 | 2008-08-08 | Oreal | KERATIN FIBER COLORING COMPOSITION COMPRISING 2,3-DIAMINO-6,7-DIHYDRO-1H, 5H-PYRAZOLO 1,2-A PYRAZOL-1-ONE, 6-CHLORO 2-METHYL 5-AMINO PHENOL AND A META -AMINOPHENOL SUBSTITUTE |
FR2902327B1 (en) * | 2006-06-20 | 2008-08-08 | Oreal | KERATIN FIBER COLORING COMPOSITION COMPRISING 2,3-DIAMINO-6,7-DIHYDRO-1H, 5H-PYRAZOLO-1,2-A PYRAZOL-1-ONE, PARA-PHENYLENEDIAMINE OR PARA-TOLUENEDIAMINE AND META-AMINOPHENOL SUBSTITUTES |
FR2909281B1 (en) * | 2006-11-30 | 2009-01-16 | Oreal | ACID PH-COLORING COMPOSITION COMPRISING 2,3-DIAMINO-6,7-DIHYDRO-1H, 5H-PYRAZOLO [1,2-A] PYRAZOL-1-ONE, A COUPLER, A PARTICULAR SURFACTANT AND AN AGENT OXYDANT |
FR2909282B1 (en) * | 2006-11-30 | 2009-01-16 | Oreal | ACID PH-COLORING COMPOSITION COMPRISING 2,3-DIAMINO-6,7-DIHYDRO-1H, 5H-PYRAZOLO [1,2-A] PYRAZOL-1-ONE, PARA-PHENYLENEDIAMINE, META-AMINOPHENOL AND AGENT OXYDANT |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE415830A (en) * | 1935-06-07 | |||
BE476358A (en) * | 1944-05-03 | |||
US2428054A (en) * | 1945-08-30 | 1947-09-30 | Eastman Kodak Co | Photographic color correction using colored couplers |
GB652953A (en) * | 1948-08-20 | 1951-05-02 | Karl Otto Ganguin | Colour photography |
NL80125C (en) * | 1948-09-15 | |||
GB661211A (en) * | 1949-02-09 | 1951-11-21 | Ilford Ltd | Improvements in or relating to colour photography |
BE499957A (en) * | 1949-12-13 | |||
DE955025C (en) * | 1954-03-15 | 1956-12-27 | Agfa Aktiengesellschft Fuer Ph | Photographic developer |
-
1957
- 1957-12-24 BE BE563474D patent/BE563474A/xx unknown
- 1957-12-27 US US705508A patent/US3012884A/en not_active Expired - Lifetime
- 1957-12-30 FR FR1207422D patent/FR1207422A/en not_active Expired
- 1957-12-31 DE DEG23643A patent/DE1063900B/en active Pending
-
1960
- 1960-11-22 US US70914A patent/US3013879A/en not_active Expired - Lifetime
-
1961
- 1961-06-27 GB GB23203/61A patent/GB975930A/en not_active Expired
- 1961-09-26 FR FR874185A patent/FR81106E/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
US3013879A (en) | 1961-12-19 |
DE1063900B (en) | 1959-08-20 |
FR1207422A (en) | 1960-02-16 |
US3012884A (en) | 1961-12-12 |
FR81106E (en) | 1967-08-09 |
BE563474A (en) | 1960-06-17 |
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