GB1428296A - Silver halide colour photographic materials - Google Patents

Silver halide colour photographic materials

Info

Publication number
GB1428296A
GB1428296A GB1367774A GB1367774A GB1428296A GB 1428296 A GB1428296 A GB 1428296A GB 1367774 A GB1367774 A GB 1367774A GB 1367774 A GB1367774 A GB 1367774A GB 1428296 A GB1428296 A GB 1428296A
Authority
GB
United Kingdom
Prior art keywords
amylphenoxy
chloro
tert
ethoxycarbonyl
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
GB1367774A
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.)
Fujifilm Holdings Corp
Original Assignee
Fuji Photo Film Co Ltd
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
Application filed by Fuji Photo Film Co Ltd filed Critical Fuji Photo Film Co Ltd
Publication of GB1428296A publication Critical patent/GB1428296A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • 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
    • C07D231/28—Two oxygen or sulfur atoms
    • C07D231/30—Two oxygen or sulfur atoms attached in positions 3 and 5
    • C07D231/32—Oxygen 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
    • C07D231/44—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
    • C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom
    • C07D233/78—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole 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
    • C07D263/44—Two oxygen atoms
    • 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
    • G03C7/3212—Couplers characterised by a group not in coupling site, e.g. ballast group, as far as the coupling rest is not specific

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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

1428296 # - (2,4 - Di - tert - amylphenoxy)- ethanol and butanol and their derivatives FUJI PHOTO FILM CO Ltd 27 March 1974 [27 March 1973] 13677/74 Heading C2C [Also in Division G2] # - (2,4 - Di - tert - amylphenoxy) - ethanol is prepared by reducing 2,4-di-tert-amylphenoxyacetic acid chloride in anhydrous diethyl ether with LiAlH 4 . # - (2,4 - Di - tert - amylphenoxy)- butanol is prepared similarly. 5-[#-(2,4-Di-tertamylphenoxy) - ethoxycarbonyl] - 2 - chloroaniline is prepared by heating to 130‹-140‹ C. methyl 3-amino-4-chlorobenzoate and 2,4-ditert-amylphenoxyethanol using tetrabutyl titanate as an ester exchange catalyst. 5-[#-(2,4- di - tert - amylphenoxy) - butoxy - carbonyl] - 2- chloroaniline is prepared similarly. 5<SP>1</SP> - [#- (2,4 - di - tert - amylphenoxy) - ethoxycarbonyl]- (2<SP>1</SP> - chloro) - benzoylacetanilide is prepared by heating to 120‹-130‹ C. for 3 hours at reduced pressure ethyl-benzoylacetate and 5-[#-(2,4-ditert - amylphenoxy) - ethoxycarbonyl] - 2- chloroaniline. 5<SP>1</SP> - [# - (2,4 - Di - tert - amylphenoxy) - ethoxycarbonyl] - (2<SP>1</SP>- chloro) - 2 - methyl - benoxylacetanilide, 5<SP>1 </SP>- [# - (2,4 - ditert - amyl - phenoxy) - butoxycarbonyl] - (2<SP>1</SP> - chloro) - benzoylacetanilide, and 5<SP>1</SP> - [# - (2,4- di - tert - amylphenoxy) - butoxycarbonyl] - 2<SP>1</SP>- chloro - α - (2 - methylbenzoyl) - acetanilide are prepared similarly. 51 - [# - (2,4 - Di - tertamylphenoxy) - ethoxycarbonyl] - 2<SP>1</SP>- chloro - α- bromo - α - (2 - methyl - benzoyl) - acetanilide is prepared by adding bromine dropwise to 5<SP>1</SP>- [# - (2,4 - di - tert - amylphenoxy) - ethoxycarbonyl] - 2<SP>1</SP> - chloro - α - (2 - methylbenzoyl)- acetanilide in chloroform. 5<SP>1</SP>-[#-(2,4-Di-tertamylphenoxy) - ethoxycarbonyl] - 2<SP>1</SP> - chloro - α- phthalimido - α - (2 - methylbenzoyl) - acetanilide is prepared by stirring the last prepared compound and potassium phthalimide in dimethylformamide for 5 hours at 23‹ C. 5<SP>1</SP>-[#-(2,4-Ditert - amylphenoxy) - ethoxycarbonyl] - 2<SP>1</SP> - chloro- α - (5,5 - dimethyl - 3 - hydantoinyl) - α - (2- methylbenzoyl) - acetanilide and 5<SP>1</SP> - [# - (2,4- di - tert - amylphenoxy) - ethoxycarbonyl] 2<SP>1</SP>- chloro - α - (5,5 - dimethyl - 2,4 - dioxo - 3 - oxazolidinyl) - α - (2 - methylbenzoyl) - acetanilide are prepared similarly. 1 - (2,4,6 - Trichlorophenyl)- 3 - (2 - chloro - 5 - methoxycarbonylanilino)- 2-pyrazol-5-one is prepared by stirring for 5 hours at 130-140‹ C. #,#-diethoxyacrylic acid ethyl ester and 2-chloro-5-methoxycarbonylaniline to give #-ethoxy-#-(2-chloro-5-methoxycarbonylanilino)acrylic acid ethyl ester (not isolated) and refluxing for 2 hours with 2,4,6- trichlorophenylhydrazine and glacial acetic acid. 1 - (2,4,6 - Trichlorophenyl) - 3 - {2 - chloro - 5- [# - (2,4 - di - tert - amylphenoxy) - ethoxycarbonyl] - anilino} - 2 - pyrazol - 5 - one is prepared by reacting the last prepared compound with #-(2,4-di-tert-amylphenoxy)-ethanol using tetrabutyl titanate as an ester exchange catalyst. 1 - Hydroxy - 2 - {5<SP>1</SP> - [# - (2,4 - ditert - amylphenoxy) - ethoxycarbonyl] - 2<SP>1</SP> - chloro}- naphthanilide is prepared by heating 1-hydroxy- 2-naphthoic acid phenyl ester with 3-amino-]- [# - (2,4 - di - tert - amylphenoxy) - ethoxycarbonyl] - 4 - chlorobenzene for 1 hour at 150-160‹ C. and while keeping the system at reduced pressure at the same temperature and distilling off the phenol formed, continuing the reaction for 2 hours.
GB1367774A 1973-03-27 1974-03-27 Silver halide colour photographic materials Expired GB1428296A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP48035379A JPS49123034A (en) 1973-03-27 1973-03-27

Publications (1)

Publication Number Publication Date
GB1428296A true GB1428296A (en) 1976-03-17

Family

ID=12440249

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1367774A Expired GB1428296A (en) 1973-03-27 1974-03-27 Silver halide colour photographic materials

Country Status (4)

Country Link
US (1) US3926634A (en)
JP (1) JPS49123034A (en)
DE (1) DE2414830A1 (en)
GB (1) GB1428296A (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50152731A (en) * 1974-05-29 1975-12-09
US4138258A (en) * 1974-08-28 1979-02-06 Fuji Photo Film Co., Ltd. Multi-layered color photographic materials
JPS5136938A (en) * 1974-09-24 1976-03-29 Fuji Photo Film Co Ltd Shashinyomazentakapuraa
US3998642A (en) * 1975-07-11 1976-12-21 Eastman Kodak Company Silver halide emulsions with incorporated 4,6-difluorophenolic couplers
JPS6040016B2 (en) * 1977-08-31 1985-09-09 コニカ株式会社 Method of forming magenta dye image
JPS59116647A (en) 1982-12-13 1984-07-05 Konishiroku Photo Ind Co Ltd Silver halide photosensitive material
JPS59188641A (en) 1983-04-11 1984-10-26 Fuji Photo Film Co Ltd Silver halide photographic emulsion
AU590563B2 (en) 1985-05-16 1989-11-09 Konishiroku Photo Industry Co., Ltd. Method for color-developing a silver halide color photographic light-sensitive material
AU588878B2 (en) 1985-05-31 1989-09-28 Konishiroku Photo Industry Co., Ltd. Method for forming direct positive color image
AU591540B2 (en) 1985-12-28 1989-12-07 Konishiroku Photo Industry Co., Ltd. Method of processing light-sensitive silver halide color photographic material
KR20010107331A (en) * 2000-05-26 2001-12-07 오석중 Recovery Method of Lactic Acid by Electrodialysis Process

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE540231A (en) * 1954-11-22
GB1141275A (en) * 1966-01-21 1969-01-29 Fuji Photo Film Co Ltd Improvements in and relating to light sensitive materials containing yellow couplers
DE1962574C3 (en) * 1968-12-20 1975-02-13 Konishiroku Photo Industry Co. Ltd., Tokio Color photographic recording material
US3664841A (en) * 1969-11-28 1972-05-23 Konishiroku Photo Ind Light-sensitive silver halide color photographic emulsion containing yellow-forming coupler

Also Published As

Publication number Publication date
JPS49123034A (en) 1974-11-25
US3926634A (en) 1975-12-16
DE2414830A1 (en) 1974-10-10

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee