GB737012A - Substituted 5-pyrazolones - Google Patents

Substituted 5-pyrazolones

Info

Publication number
GB737012A
GB737012A GB2649/53A GB264953A GB737012A GB 737012 A GB737012 A GB 737012A GB 2649/53 A GB2649/53 A GB 2649/53A GB 264953 A GB264953 A GB 264953A GB 737012 A GB737012 A GB 737012A
Authority
GB
United Kingdom
Prior art keywords
pyrazolone
phenyl
methyl
nitrophenyl
acetyl
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
GB2649/53A
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.)
Kodak Ltd
Original Assignee
Kodak 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 Kodak Ltd filed Critical Kodak Ltd
Publication of GB737012A publication Critical patent/GB737012A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone

Landscapes

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

Abstract

4-Arylazo-5-pyrazolones are prepared by reacting an aryldiazonium halide with either a 4-acyl-5-pyrazolone, a 5-acyloxypyrazole, or a 4-acyl-5-acyloxypyrazole, or a mixture of two or more of these three types of compound, (see Group IV (b)). In examples: (1) benzenediazonium chloride is added to a solution in pyridine of 1-phenyl-3-methyl-5-acetoxy-pyrazole, 1 - phenyl - 3 - methyl - 4 - acetyl - 5-acetoxy - pyrazole, or 1 - phenyl - 3 - methyl-4-acetyl-5-pyrazolone; or (2) 1-p-cyanophenyl-3 - benzamido - 5 - benzoxy - pyrazole. Also in examples: (3) 2,5-dichlorbenzene diazonium chloride is added to a pyridine solution of 1-(p-nitrophenyl) - 3 - methyl - 4 - acetyl - 5-pyrazolone or 1 - (p - nitrophenyl) - 3 - methyl-5-acetoxypyrazole; (4) 2-chlorobenzenediazonium chloride is added to a pyridine solution of 1 - phenyl - 3 - (21,41 - di - tert. - amylphenoxyacetamido) - 4 - (211,411 - di - tert. - amylphenoxyacetyl)-5-pyrazolone. Specifications 598,175 and 599,377, [Group XX], are referred to.ALSO:1 - Phenyl or p - nitrophenyl - 3 - methyl - 5 - acetoxypyrazol is prepared by the action of acetic anhydride on 1-phenyl or p-nitrophenyl-3-methyl-5-pyrazolone. 1 - Phenyl or - p - nitrophenyl - 3 - methyl - 4 - acetyl - 5 - pyrazolone and 1 - phenyl - 3 - methyl - 4 - acetyl - 5 - acetoxy - pyrazole are prepared by the action of acetic anhydride and sodium acetate on 1-phenyl-3-methyl-5-pyrazolone. 1 - (p - Cyanophenyl) - 3 - benzamido - 5 - benzoxypyrazole is prepared by treating 1-(p-cyanophenyl) - 3 - amino - 5 - pyrazolone with benzoyl chloride in pyridine. On hydrolysis with alcoholic caustic potash it gives 1-(p-cyanophenyl)-3-benzamido-5-pyrazolone. 1 - Phenyl - 3 - (21.41 - di - tert. - amylphenoxyacetamido) - 5 - pyrazolone and 1 - phenyl - 3 - (21,41\h - di - tert. - amylphenoxyacetamido) - 4 - (211,411 di - tert. - amylphenoxyacetyl) - 5 - pyrazolone are obtained by acylation of 1 - phenyl - 3 - amino - 5 - pyrazolone. Specifications 598,175 and 599,377, [Group XX], are referred to.
GB2649/53A 1952-01-31 1953-01-29 Substituted 5-pyrazolones Expired GB737012A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US737012XA 1952-01-31 1952-01-31

Publications (1)

Publication Number Publication Date
GB737012A true GB737012A (en) 1955-09-21

Family

ID=22115260

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2649/53A Expired GB737012A (en) 1952-01-31 1953-01-29 Substituted 5-pyrazolones

Country Status (1)

Country Link
GB (1) GB737012A (en)

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