GB737700A - New colour couplers for use in colour photography - Google Patents

New colour couplers for use in colour photography

Info

Publication number
GB737700A
GB737700A GB408053A GB408053A GB737700A GB 737700 A GB737700 A GB 737700A GB 408053 A GB408053 A GB 408053A GB 408053 A GB408053 A GB 408053A GB 737700 A GB737700 A GB 737700A
Authority
GB
United Kingdom
Prior art keywords
phenyl
pyrazolone
methyl
prepared
octadecylguanidino
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
GB408053A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries 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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB408053A priority Critical patent/GB737700A/en
Publication of GB737700A publication Critical patent/GB737700A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
    • C07D231/44Oxygen and nitrogen or sulfur and nitrogen atoms
    • C07D231/52Oxygen atom in position 3 and nitrogen atom in position 5, or vice versa
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/30Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
    • G03C7/32Colour coupling substances
    • G03C7/36Couplers containing compounds with active methylene groups
    • G03C7/38Couplers containing compounds with active methylene groups in rings
    • G03C7/384Couplers containing compounds with active methylene groups in rings in pyrazolone rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1 - Phenyl - 3 - [N - phenyl - N1 - octadecylguanidino - (N11)] - 4 - p - [N - methyl : N - b -sulphoethylamino) - benzylidene] - 5 - pyrazolone is prepared by boiling together in ethanol 1-phenyl - 3 - [N - phenyl - N1 - octadecylguanidino - (N11)] - 5 - pyrazolone and the sodium salt of p-(N-methyl : N-b -sulphoethylamino)-benzaldehyde.ALSO:Compounds of the general formula <FORM:0737700/IV (b)/1> wherein X is an aryl radical which may be substituted and R1, R2 and R3 are H or substituted or unsubstituted alkyl or aryl groups, are prepared by treating compounds of the general formula <FORM:0737700/IV (b)/2> wherein Y is an alkyl group, and which may be substituted in a phenyl nucleus by one or more alkyl, alkoxy, or cyano groups or halogen atoms, with ammonia or a primary or secondary amine. 1 - Phenyl - 3 - [N - phenyl - N1 - benzylguanidino - (N11)] - 5 - pyrazolone is prepared by heating together 1-phenyl-3(S-methyl-N-phenylisothiocarbamylamino) - 5 - pyrazolone with benzylamine. 1 - Phenyl - 3 - [N - phenyl - N1-butylguanidino - (N11)] - 5 - pyrazolone, 1-phenyl - 3 -[N - phenyl - N1 - cyclohexylguanidino-(N11)] - 5 - pyrazolone, 1 - phenyl - 3 - [N-phenyl - N1 : N1 - diethylguanidino - (N11).] - 5-pyrazolone, 1 - phenyl - 3 - [N - ethyl - N1-benzylguanidino - (N11)] - 5 - pyrazolone, 1-phenyl - 3 - [N - p - acetaminophenyl - N1 - benzylguanidino - (N11)] - 5 - pyrazolone, 1 - phenyl - 3-[N - p - chlorophenyl - N1 - p - ethoxyphenylguanidino - (N11)] - 5 - pyrazolone, 1 - phenyl - 3-[N - phenylguanidino - (N1)] - 5 - pyrazolone, 1-phenyl - 3 - [N - octadecyl - N1 - p - chlorophenylguanidino - (N11)] - 5 - pyrazolone, and 1 - phenyl - 3 - [N - phenyl - N1 - octadecylguanidino-(N11)] - 5 - pyrazolone are similarly prepared. The potassium salt of 1-phenyl-3-[N-phenyl-N1 - octadecylguanidine - (N11)] - 5 - pyrazolone disulphonic acid is prepared by sulphonating 1-phenyl - 3 - [N - phenyl - N1 - octadecylguanidino - (N11)] - 5 - pyrazolone with oleum and neutralizing with potassium carbonate. 1 - Phenyl - 3 - (S - methyl - N - phenylisothiocarbamylamino - 5 - pyrazolone is prepared by reacting together 1 - phenyl - 3 - amino - 5-pyrazolone with phenyl isothiocyanate in pyridine to yield 1 - phenyl - 3 - phenylthiocarbamylamino - 5 - pyrazolone, and reacting a solution of this intermediate in aqueous caustic soda solution with dimethyl sulphate. 1-Phenyl-3 - (S - methyl - N - ethylisothiocarbamylamino)-5 - pyrazolone and 1 - phenyl - 3 - ethylthiocarbamylamino - 5 - pyrazolone, 1 - phenyl - 3-(S - methyl - N - p - acetaminophenylthiocarbamylamino - 5 - pyrazolone and 1 - phenyl - 3-p - acetaminophenylthiocarbamylamino - 5-pyrazolone, and 1 - phenyl - 3 - (S - methyl - N - p - chlorophenylisothiocarbamylamino) - 5-pyrazolone and 1 - phenyl - 3 - p - chlorophenylthiocarbamylamino - 5 - pyrazolone are similarly prepared. Specifications 651,059, [Group XX], and 673,091 are referred to.
GB408053A 1953-02-13 1953-02-13 New colour couplers for use in colour photography Expired GB737700A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB408053A GB737700A (en) 1953-02-13 1953-02-13 New colour couplers for use in colour photography

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB408053A GB737700A (en) 1953-02-13 1953-02-13 New colour couplers for use in colour photography

Publications (1)

Publication Number Publication Date
GB737700A true GB737700A (en) 1955-09-28

Family

ID=9770356

Family Applications (1)

Application Number Title Priority Date Filing Date
GB408053A Expired GB737700A (en) 1953-02-13 1953-02-13 New colour couplers for use in colour photography

Country Status (1)

Country Link
GB (1) GB737700A (en)

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