GB1228521A - - Google Patents

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Publication number
GB1228521A
GB1228521A GB1228521DA GB1228521A GB 1228521 A GB1228521 A GB 1228521A GB 1228521D A GB1228521D A GB 1228521DA GB 1228521 A GB1228521 A GB 1228521A
Authority
GB
United Kingdom
Prior art keywords
alkyl
alkanoyl
acid
hooc
compounds
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
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 filed Critical
Publication of GB1228521A publication Critical patent/GB1228521A/en
Expired legal-status Critical Current

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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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/04—X-ray contrast preparations
    • A61K49/0433—X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
    • 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
    • C07D207/408—Radicals containing only hydrogen and carbon atoms attached to ring carbon atoms
    • 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
    • C07D207/44—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 three double bonds between ring members or between ring members and non-ring members
    • C07D207/444—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 three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
    • C07D207/448—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 three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
    • C07D207/452—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 three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide with hydrocarbon radicals, substituted by hetero atoms, directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 directly attached to ring carbon atoms
    • C07D211/86—Oxygen atoms
    • C07D211/88—Oxygen atoms attached in positions 2 and 6, e.g. glutarimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/69—Two or more oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
    • C07D265/32—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings with oxygen atoms directly attached to ring carbon atoms
    • C07D265/33—Two oxygen atoms, in positions 3 and 5

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Detergent Compositions (AREA)
  • Indole Compounds (AREA)
  • Pyrrole Compounds (AREA)

Abstract

1,228,521. Cyclic imides and anilic acids of 2,4,6-triiodoanilines. STERLING DRUG Inc. 19 March, 1969 [25 March, 1968], No. 14542/69. Heading C2C. [Also in Division A5] Novel compounds of the formulae wherein Y is a C 2-6 alkylene group having 2 or 3 C atoms separating the CO groups, vinylene, or a C 2-4 1,3-propylene group in which the 2-C atom is replaced by O, S, SO or SO,; Y<SP>1</SP> is a single bond or a C 1-8 alkylene group, optionally interrupted by 1 to 3 groups selected from O, S, SO and S0 2 (these groups, when more than one is present, being separated by at least 2 C atoms; R is (C 1-6 alkanoyl-)NH, (C 1-6 alkanoyl-) NHCH 2 , (C 1-6 alkanoyl-)N-(C 1-4 alkyl), (C 1-4 alkoxy - C 1-6 alkanoyl)NH, (C 1-4 alkoxy - C 1-6 alkanoyl)N(C 1-4 alkyl), (C 1-4 alkyl)NHCO, (C 1-4 alkyl) 2 NCO, HOOC-Y<SP>1</SP>-CONH, HOOC-Y<SP>1</SP>-CON(C 1-4 alkyl) ; R<SP>1</SP> is H, C 1-4 alkyl, hydroxy-C 1-4 alkyl ; and R<SP>11</SP> is H or C 1-4 alkyl, are obtained (1) by decarboxylation of compounds of formulae or a salt thereof, by heating in an organic solvent; or (2) by formation of cyclic imides and anilic acids from compounds of the formula wherein R‹ is H 2 N, (C 1-6 alkanoyl)NH, (C 1-6 alkanoyl) - NHCH 2 , (C 1-6 alkanoyl)N(C 1-4 alkyl), (C 1-4 alkyl)NHCO, (C 1-4 alkyl) 2 NCO, or or HOOC-Y-CO-N(C 1-4 alkyl), and Q is H or C 1-6 alkanoyl, by reaction with a compound of formula Preparation of intermediates is described as follows: 3-Amino-5-nitrobenzoic acid is heated with succinic anhydride in the presence of H 2 SO 4 to yield 3-succinimido-5-nitrobenzoic acid which is treated with warm dilute aqueous NaOH to form 3<SP>1</SP>-carboxy-5<SP>1</SP>-nitro-succinanilic acid. The latter is reduced with aqs. FeSO 4 and NH 4 OH to yield 3<SP>1</SP>-carboxy-5<SP>1</SP>-aminosuccinanilic acid. 3-Glutarimido-5-nitrobenzoic acid is similarly obtained and may be catalytically reduced to 3-glutarimido-5-aminobenzoic acid.
GB1228521D 1968-03-25 1969-03-19 Expired GB1228521A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US71558368A 1968-03-25 1968-03-25

Publications (1)

Publication Number Publication Date
GB1228521A true GB1228521A (en) 1971-04-15

Family

ID=24874658

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1228521D Expired GB1228521A (en) 1968-03-25 1969-03-19

Country Status (11)

Country Link
BE (1) BE730385A (en)
BR (1) BR6907386D0 (en)
CA (1) CA946846A (en)
CH (1) CH504412A (en)
DE (1) DE1915196A1 (en)
FR (1) FR2004680A1 (en)
GB (1) GB1228521A (en)
IL (1) IL31862A (en)
IT (1) IT974525B (en)
NL (1) NL6904602A (en)
NO (1) NO124252B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0391847A1 (en) * 1989-04-04 1990-10-10 Ciba-Geigy Ag 1-Phenyl-piperidine-2,4-dione with herbicidal activity

Also Published As

Publication number Publication date
CH504412A (en) 1971-03-15
FR2004680A1 (en) 1969-11-28
NO124252B (en) 1972-03-27
IT974525B (en) 1974-07-10
IL31862A0 (en) 1969-05-28
BR6907386D0 (en) 1973-05-31
CA946846A (en) 1974-05-07
DE1915196A1 (en) 1969-11-20
NL6904602A (en) 1969-09-29
IL31862A (en) 1973-08-29
BE730385A (en) 1969-09-25

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PLNP Patent lapsed through nonpayment of renewal fees