GB1007847A - Process for the preparation of 3-acylamino-3-ureido and 3-thioureido-2-pyrazoline-5-ones - Google Patents

Process for the preparation of 3-acylamino-3-ureido and 3-thioureido-2-pyrazoline-5-ones

Info

Publication number
GB1007847A
GB1007847A GB4000163A GB4000163A GB1007847A GB 1007847 A GB1007847 A GB 1007847A GB 4000163 A GB4000163 A GB 4000163A GB 4000163 A GB4000163 A GB 4000163A GB 1007847 A GB1007847 A GB 1007847A
Authority
GB
United Kingdom
Prior art keywords
pyrazoline
ones
thioureido
ureido
acylamino
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
GB4000163A
Inventor
Marcel Jacob Monbaliu
Arthur Henri De Cat
Raphael Karel Van Poucke
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
Application filed by Gevaert Photo Producten NV filed Critical Gevaert Photo Producten NV
Priority to GB4000163A priority Critical patent/GB1007847A/en
Publication of GB1007847A publication Critical patent/GB1007847A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • G03C7/36—Couplers containing compounds with active methylene groups
    • G03C7/38—Couplers containing compounds with active methylene groups in rings
    • G03C7/384—Couplers containing compounds with active methylene groups in rings in pyrazolone rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C265/00—Derivatives of isocyanic acid
    • C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • 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
    • 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
    • C07D333/46—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom

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

3-Acylamino, ureido and thioureido-2-pyrazoline-5-ones are made by allowing 3-amino-2-pyrazoline-5-ones to react with acid chlorides or anhydrides or with organic isocyanates or isothiocyanates, in an anhydrous inert solvent, preferably known to be used in Friedel-Crafts reactions, especially introbenzene, 1,2-dichloroethane or dichloromethane, in the presence of a Friedel-Crafts metal halide catalyst, e.g. aluminium chloride, or bromide, stannic chloride, antimony pentafluoride and zinc chloride, of which aluminium chloride or antimony pentafluoride are preferred. The reaction temperature range should be below the boiling point of the inert anhydrous solvent, i.e. 10 DEG to 80 DEG C. Numerous syntheses are given by way of examples. U.S.A. Specifications 2,369,439, 680,488 and 737,692 are referred to.
GB4000163A 1963-10-10 1963-10-10 Process for the preparation of 3-acylamino-3-ureido and 3-thioureido-2-pyrazoline-5-ones Expired GB1007847A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB4000163A GB1007847A (en) 1963-10-10 1963-10-10 Process for the preparation of 3-acylamino-3-ureido and 3-thioureido-2-pyrazoline-5-ones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB4000163A GB1007847A (en) 1963-10-10 1963-10-10 Process for the preparation of 3-acylamino-3-ureido and 3-thioureido-2-pyrazoline-5-ones

Publications (1)

Publication Number Publication Date
GB1007847A true GB1007847A (en) 1965-10-22

Family

ID=10412652

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4000163A Expired GB1007847A (en) 1963-10-10 1963-10-10 Process for the preparation of 3-acylamino-3-ureido and 3-thioureido-2-pyrazoline-5-ones

Country Status (1)

Country Link
GB (1) GB1007847A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3846444A (en) * 1968-07-18 1974-11-05 Agfa Gevaert Nv Method for the preparation of 3-acylamino-2-pyrazolin-5-ones
EP0056465A2 (en) * 1980-12-23 1982-07-28 The Wellcome Foundation Limited Pyrazoline derivatives, processes for their preparation and pharmaceutical formulations containing them

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3846444A (en) * 1968-07-18 1974-11-05 Agfa Gevaert Nv Method for the preparation of 3-acylamino-2-pyrazolin-5-ones
EP0056465A2 (en) * 1980-12-23 1982-07-28 The Wellcome Foundation Limited Pyrazoline derivatives, processes for their preparation and pharmaceutical formulations containing them
EP0056465A3 (en) * 1980-12-23 1982-10-06 The Wellcome Foundation Limited Pyrazoline derivatives, processes for their preparation and pharmaceutical formulations containing them

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