GB993749A - Production of colour photographic images - Google Patents

Production of colour photographic images

Info

Publication number
GB993749A
GB993749A GB29127/62A GB2912762A GB993749A GB 993749 A GB993749 A GB 993749A GB 29127/62 A GB29127/62 A GB 29127/62A GB 2912762 A GB2912762 A GB 2912762A GB 993749 A GB993749 A GB 993749A
Authority
GB
United Kingdom
Prior art keywords
methyl
quinolone
hexadecylsulphonyl
hydrazone
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
Application number
GB29127/62A
Inventor
Jan Jaeken
Roger Alois Spriet
Hugo Vital Van Goethem
Maurice Antoine De Ramaix
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Gevaert Photo Producten NV
Original Assignee
Gevaert Photo Producten NV
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority to NL295656D priority Critical patent/NL295656A/xx
Priority to NL263254D priority patent/NL263254A/xx
Priority to FR79706D priority patent/FR79706E/fr
Priority to BE634930D priority patent/BE634930A/xx
Priority to BE602250D priority patent/BE602250A/xx
Priority claimed from GB3855159A external-priority patent/GB975932A/en
Priority to FR843846A priority patent/FR1287364A/en
Priority to DEG30927A priority patent/DE1300019B/en
Priority to US71117A priority patent/US3245787A/en
Priority to US100010A priority patent/US3245788A/en
Priority to DEG31993A priority patent/DE1297470B/en
Application filed by Gevaert Photo Producten NV filed Critical Gevaert Photo Producten NV
Priority to GB29127/62A priority patent/GB993749A/en
Priority to CH778163A priority patent/CH428435A/en
Priority to FR941295A priority patent/FR84327E/en
Priority to DE1447678A priority patent/DE1447678C3/en
Priority to AT609463A priority patent/AT241980B/en
Publication of GB993749A publication Critical patent/GB993749A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems 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 carbon atoms of the nitrogen-containing ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
    • C07D235/30—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
    • C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D277/18—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
    • C07D277/38—Nitrogen atoms
    • C07D277/50—Nitrogen atoms bound to hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles 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 in position 2
    • C07D277/82—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/195—Radicals derived from nitrogen analogues of carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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

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)
  • Quinoline Compounds (AREA)
  • Indole Compounds (AREA)
  • Photoreceptors In Electrophotography (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)

Abstract

Compounds of formula <FORM:0993749/C2/1> wherein R11 is CONH2 or SO2X wherein X is alkyl, aryl or substituted alkyl or aryl, R12 and R13 are alkyl, aryl or aralkyl or substituted alkyl, aryl or aralkyl and Z1 completes a benzene ring which may be substituted, are prepared by reacting the appropriate 2-quinolone with phosphorus pentasulphide to give the 2-thioquinolone, quaternizing this with methyl iodide and then reacting this salt with a sulphonyl or carbonamido hydrazone. Specified compounds are those wherein R11 is carbamido, n-hexadecylsulphonyl and 4-carboxybenzenesulphonyl, R12 is methyl, isopropyl, trifluoromethyl, n-pentadecyl, phenyl and 4-chlorophenyl, R3 is methyl, isopropyl, n-heptyl, phenyl, benzyl, pentadecyl, and 4-(b -carboxyacryloylamino-phenyl) and the benzene ring may be substituted by methyl, methoxy, chloro or a b -carboxyacryloylamino radical. 1-methyl-4-pentadecyl-2-quinolone and 4-pentadecyl-6-methyl-2-quinolone are prepared by heating N-methyl palmitryl acetanilide or palmitoylacet-p-toluidide in strong sulphuric acid. The 2-thioquinones are prepared and quaternized as above and then reacted with 4-carboxyphenyl sulphonyl hydrazone. 1,4 - dimethyl - 6 - (b - carboxyacryloylamino)-2-quinolone-n-hexadecylsulphonyl hydrazone is prepared by reacting a quaternized 1-methyl-4-methyl-6-nitro-2-thioquinolone with n-hexadecylsulphonyl hydrazide to give 1,4-dimethyl-6 - nitro - 2 - quinolone - n - hexadecylsulphonylhydrazone, reducing this to the amino compound with Raney nickel, and reacting the amino compound with acetonitrile. 1 - methyl - 4 - [41 - (b - carboxyacryloylamino)-phenyl] - 2 - quinoline - n - hexadecylsulphonyl hydrazone is prepared by reducing 1-methyl-4-[41 - nitrophenyl] -2 -quinolone - n - hexadecylsulphonyl hydrazone to the amino compound which is reacted with acetonitrile.
GB29127/62A 1959-11-13 1962-07-30 Production of colour photographic images Expired GB993749A (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
NL295656D NL295656A (en) 1959-11-13
NL263254D NL263254A (en) 1959-11-13
FR79706D FR79706E (en) 1959-11-13
BE634930D BE634930A (en) 1959-11-13
BE602250D BE602250A (en) 1959-11-13
US71117A US3245787A (en) 1959-11-13 1960-11-14 Production of color photographic images
DEG30927A DE1300019B (en) 1959-11-13 1960-11-14 Process for the production of a multicolor image comprising integral colored mask images
FR843846A FR1287364A (en) 1959-11-13 1960-11-14 Process for the production of color photographic images
US100010A US3245788A (en) 1959-11-13 1961-04-03 Production of color photographic images
DEG31993A DE1297470B (en) 1959-11-13 1961-04-06 Process for the production of a multicolor image comprising integral colored mask images
GB29127/62A GB993749A (en) 1959-11-13 1962-07-30 Production of colour photographic images
CH778163A CH428435A (en) 1959-11-13 1963-06-24 Method for obtaining a color corrected photographic image
FR941295A FR84327E (en) 1959-11-13 1963-07-12 Process for the production of color photographic images
DE1447678A DE1447678C3 (en) 1959-11-13 1963-07-30 Color photographic recording material and process for the production of color masked single or multicolor photographic images
AT609463A AT241980B (en) 1962-07-30 1963-07-30 Process for producing a color corrected image and photographic material for carrying out the process

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB3855159A GB975932A (en) 1959-11-13 1959-11-13 Improvements in or relating to the production of colour photographic images
GB1216360 1960-04-06
GB29127/62A GB993749A (en) 1959-11-13 1962-07-30 Production of colour photographic images

Publications (1)

Publication Number Publication Date
GB993749A true GB993749A (en) 1965-06-02

Family

ID=27256796

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29127/62A Expired GB993749A (en) 1959-11-13 1962-07-30 Production of colour photographic images

Country Status (7)

Country Link
US (2) US3245787A (en)
BE (2) BE634930A (en)
CH (1) CH428435A (en)
DE (3) DE1300019B (en)
FR (1) FR79706E (en)
GB (1) GB993749A (en)
NL (2) NL263254A (en)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1175072B (en) * 1963-04-11 1964-07-30 Agfa Ag Photographic light-sensitive material comprising at least one halide silver emulsion layer
GB1044959A (en) * 1963-10-10 1966-10-05 Gevaert Photo Prod Nv Method and material for producing photographic colour images
DE1195164B (en) * 1964-03-20 1965-06-16 Agfa Ag Process for the preparation of direct positive color photographic images
US3457077A (en) * 1965-05-26 1969-07-22 Agfa Gevaert Ag Photographic couplers
GB1166655A (en) * 1966-09-19 1969-10-08 Agfa Gevaert Nv Improved Photographic Colour Process and Light-Sensitive Elements
GB1246114A (en) * 1968-01-05 1971-09-15 Agfa Gevaert Benzoylacetamide derivatives and their use as colour couplers
GB1498954A (en) * 1974-04-02 1978-01-25 Agfa Gevaert Colour photographic silver halide development
CH615027A5 (en) * 1976-04-14 1979-12-28 Ciba Geigy Ag
DE3363956D1 (en) * 1982-11-12 1986-07-10 Agfa Gevaert Nv Photographic colour material incorporating developing agents for colour development
DE4124587A1 (en) * 1991-07-24 1993-01-28 Luitpold Werk Chem Pharm DIMETHYLACETETIC ACID AMIDE, PROCESS FOR THEIR PREPARATION AND MEDICAMENTS
DE4218159C2 (en) * 1992-06-02 1997-07-31 Luitpold Pharma Gmbh 4,4,4-trifluoroacetoacetic acid amides, process for their preparation and pharmaceuticals
US6124242A (en) * 1998-06-26 2000-09-26 Basf Aktiengesellschaft Herbicidal compositions and processes based on ferrodoxin:NADP reductase inhibitors

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE523247A (en) *
BE444782A (en) * 1941-03-17 1942-04-30
GB562960A (en) * 1942-11-25 1944-07-24 Douglas William Stammers Production of coloured photographic images
US2518739A (en) * 1947-07-03 1950-08-15 Eastman Kodak Co Method of masking photographic color images
US2498418A (en) * 1948-05-18 1950-02-21 Gen Aniline & Film Corp Production of azo dyestuff images from n-acyl-n-aryl hydrazine developers
NL80125C (en) * 1948-09-15
BE499957A (en) * 1949-12-13
US2895825A (en) * 1954-03-18 1959-07-21 Agfa Ag Production of photographic colour images with heterocyclic developers
BE536764A (en) * 1954-07-13
DE963297C (en) * 1954-07-13 1957-05-02 C Schleussner Fotowerke G M B Process for producing color photographic images by chromogenic development
BE544737A (en) * 1955-01-28
DE1030181B (en) * 1956-11-20 1958-05-14 Agfa Ag Process for the production of color-corrected color photographic images in layers which contain color components which form dyes with the oxidation products of developing substances containing primary amino groups
BE563474A (en) * 1956-12-31 1960-06-17
BE567154A (en) * 1957-04-26
GB975940A (en) * 1959-11-30 1964-11-25 Gevaert Photo Prod Nv Improvements in or relating to the production of colour photographic images

Also Published As

Publication number Publication date
FR79706E (en) 1963-04-17
DE1447678B2 (en) 1974-05-22
US3245788A (en) 1966-04-12
DE1447678A1 (en) 1968-12-05
NL263254A (en)
DE1447678C3 (en) 1975-01-09
DE1300019B (en) 1969-07-24
US3245787A (en) 1966-04-12
BE634930A (en)
CH428435A (en) 1967-01-15
DE1297470B (en) 1969-06-12
NL295656A (en)
BE602250A (en)

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