GB1421125A - Process for producing diacylaminoacetoanilide derivatives - Google Patents

Process for producing diacylaminoacetoanilide derivatives

Info

Publication number
GB1421125A
GB1421125A GB71574A GB71574A GB1421125A GB 1421125 A GB1421125 A GB 1421125A GB 71574 A GB71574 A GB 71574A GB 71574 A GB71574 A GB 71574A GB 1421125 A GB1421125 A GB 1421125A
Authority
GB
United Kingdom
Prior art keywords
derivative
diacylamine
derivatives
aromatic acyl
tertiaryamylphenoxy
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
GB71574A
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 GB1421125A publication Critical patent/GB1421125A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D207/36—Oxygen or sulfur atoms
    • C07D207/40—2,5-Pyrrolidine-diones
    • C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D207/36—Oxygen or sulfur atoms
    • C07D207/40—2,5-Pyrrolidine-diones
    • 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
    • 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
    • C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/04—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D275/06—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to the ring sulfur atom
    • 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
    • C07D277/34—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
    • G03C7/305—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers
    • G03C7/30511—Substances liberating photographically active agents, e.g. development-inhibiting releasing couplers characterised by the releasing group
    • G03C7/30517—2-equivalent couplers, i.e. with a substitution on the coupling site being compulsory with the exception of halogen-substitution
    • G03C7/30535—2-equivalent couplers, i.e. with a substitution on the coupling site being compulsory with the exception of halogen-substitution having the coupling site not in rings of cyclic compounds

Abstract

1421125 Preparation of α-aromatic acyl-α- diacylaminoacetanilide derivatives FUJI PHOTO FILM CO Ltd 7 Jan 1974 [22 Jan 1973] 00715/74 Heading C2C α - Aromatic acyl - α - diacylaminoacetanilide derivatives are obtained by reacting the corresponding α-aromatic acyl-a-halogenoacetanilide derivative with the corresponding diacylamine derivative in the presence of a base (e.g. NaOH, KOH, (C 2 H 5 ) 3 N, diazabicyclo-octane) and in an organic amide (e.g. lactam, urea) or sulphoxide as solvent. Preferred solvents are those having a dielectric constant at 20‹ C. of 30 or more, particularly, dimethylformamide, dimethylsulphoxide, dimethylacetamide, hexamethylphosphoramide, N-methyl-2-pyrrolidone and tetramethylurea. The following reaction sequences illustrate the condensation: wherein R<SP>1</SP> and R<SP>2</SP> are each the same or different aromatic hydrocarbon radical, X is a halogen atom and Z represents the atom or atoms required to complete a 4 to 6-membered ring. Preferably, 1-5 to 3 moles of diacylamine derivative (e.g. IIa or IIb) are reacted per mole of acetanilide derivative (e.g. I). The accompanying Figure (not shown) depicts specific diacylamine reactants. The examples prepare 2<SP>1</SP>-chloro-5<SP>1</SP>-[α-(2,4- di - tertiaryamylphenoxy)butyramido] - 4- methoxy benzoylacetanilides α-substituted by phthalimide, succinimide, 5,5-dimethylhydantoin (3), 2,4-dioxothiazolidine (3) or benzosulphimide and the compounds, 2<SP>1</SP>-chloro-5<SP>1</SP>- tetradecyloxycarbonyl-α- phthalimido - benzoylacetanilide and 3-[α-(2,4-di-tertiaryamylphenoxy) - butyramido] - 5<SP>1</SP> - N,N - diethylsulphamoyl - 4,2<SP>1</SP> - dimethoxy - α - phthalimide - benzoylacetanilide. The products are yellow image-forming couplers for colour photography.
GB71574A 1973-01-22 1974-01-07 Process for producing diacylaminoacetoanilide derivatives Expired GB1421125A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP48009364A JPS4994661A (en) 1973-01-22 1973-01-22

Publications (1)

Publication Number Publication Date
GB1421125A true GB1421125A (en) 1976-01-14

Family

ID=11718411

Family Applications (1)

Application Number Title Priority Date Filing Date
GB71574A Expired GB1421125A (en) 1973-01-22 1974-01-07 Process for producing diacylaminoacetoanilide derivatives

Country Status (3)

Country Link
JP (1) JPS4994661A (en)
DE (1) DE2402220A1 (en)
GB (1) GB1421125A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1528462A (en) * 1975-01-03 1978-10-11 Agfa Gevaert Preparation of 2-equivalent colour couplers for yellow
US5672714A (en) * 1994-11-14 1997-09-30 Fuji Photo Film Co., Ltd. Method of manufacturing a 3-substituted-3-oxo-2-halopropionic acid amide compound and method of manufacturing a 3-substituted-3-oxo-2-(5,5-dimethylhydantoin-3-yl) propionic acid amide compound

Also Published As

Publication number Publication date
JPS4994661A (en) 1974-09-09
DE2402220A1 (en) 1974-07-25

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Legal Events

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PCNP Patent ceased through non-payment of renewal fee