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GB969022A - Substituted ureas - Google Patents

Substituted ureas

Info

Publication number
GB969022A
GB969022A GB1530861A GB1530861A GB969022A GB 969022 A GB969022 A GB 969022A GB 1530861 A GB1530861 A GB 1530861A GB 1530861 A GB1530861 A GB 1530861A GB 969022 A GB969022 A GB 969022A
Authority
GB
United Kingdom
Prior art keywords
lower alkyl
hydrogen
monocyclic
aryl
prepared
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
GB1530861A
Inventor
William Adolf Lott
Jack Bernstein
Barbara Stearns
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.)
Olin Corp
Original Assignee
Olin Corp
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 Olin Corp filed Critical Olin Corp
Priority to GB1530861A priority Critical patent/GB969022A/en
Publication of GB969022A publication Critical patent/GB969022A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/60Heterocyclic 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
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/64Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups singly-bound to oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of the formula: <FORM:0969022/C1/1> (wherein R is hydrogen, lower alkyl, lower alkenyl, monocyclic aryl or monocyclic aralkyl the aryl groups of which may be halogen, lower alkyl or lower alkoxy substituted; R1 and R11 are hydrogen, lower alkyl or monocyclic aryl, or together with the carbon atom to which they are joined are lower cycloalkyl, or CRR1R11 is phenyl or pyridyl which may be lower alkyl substituted; R111 and R1111 are hydrogen or lower alkyl; the word "lower" referring to groups containing at most 7 carbon atoms; and X is oxygen or sulphur) and salts thereof; and their preparation by reacting the appropriate acyl isocyanate or acyl isothiocyanate with hydroxylamine or the appropriate oxyamine or salt thereof in an organic solvent. Examples are given, and the preparation of salts with alkali and alkaline earth metals, ammonia and pyridine is described. Acyl isocyanate and isothiocyanate starting materials are prepared from acid chlorides and metal cyanates or thiocyanates, the acid chlorides being prepared from the appropriate carboxylic acids and thionyl chloride. 2-Ethyl -2- (p-chlorphenyl) butyric acid is prepared by reacting p-chlorphenylacetonitrile with ethyl iodide to give 2-ethyl-2-(p-chlorphenyl) butyryl nitrile and then hydrolysing this.ALSO:Compounds of the formula <FORM:0969022/A5-A6/1> (wherein R is hydrogen, lower alkyl, lower alkenyl monocyclic aryl or monocyclic aralkyl, the aryl groups of which may be halogen, lower alkyl or lower alkoxy substituted; R1 and R11 are hydrogen, lower alkyl or monocyclic aryl, or together with the carbon atom to which they are joined are lower cycloalkyl, or CRR1R11 is phenyl, or pyridyl which may be lower alkyl substituted; R111 and R1111 are hydrogen or lower alkyl; the word "lower" referring to groups containing at most 7 carbon atoms; and X is oxygen or sulphur) and alkali and alkaline-earth metal, ammonium and pyridine salts thereof, are stated to be useful as C.N.S. depressants, especially as oral hypnotics, and may be administered orally, alone or in combination with phenobartitol, diphenylhydantoin sodium, trimethadione or paramethadione.
GB1530861A 1961-04-27 1961-04-27 Substituted ureas Expired GB969022A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1530861A GB969022A (en) 1961-04-27 1961-04-27 Substituted ureas

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1530861A GB969022A (en) 1961-04-27 1961-04-27 Substituted ureas

Publications (1)

Publication Number Publication Date
GB969022A true GB969022A (en) 1964-09-09

Family

ID=10056781

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1530861A Expired GB969022A (en) 1961-04-27 1961-04-27 Substituted ureas

Country Status (1)

Country Link
GB (1) GB969022A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2430415A1 (en) * 1978-07-06 1980-02-01 Duphar Int Res NOVEL UREA AND THIOURAE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND INSECTICIDE PRODUCTS PREPARED THEREFROM
EP0007648A1 (en) * 1978-08-02 1980-02-06 Investigacion Tecnica Y Aplicada, S.A. New acylureas with pharmaceutical activity, the process for their preparation, and pharmaceutical compositions which contain them

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2430415A1 (en) * 1978-07-06 1980-02-01 Duphar Int Res NOVEL UREA AND THIOURAE COMPOUNDS, PROCESS FOR THEIR PREPARATION AND INSECTICIDE PRODUCTS PREPARED THEREFROM
EP0007648A1 (en) * 1978-08-02 1980-02-06 Investigacion Tecnica Y Aplicada, S.A. New acylureas with pharmaceutical activity, the process for their preparation, and pharmaceutical compositions which contain them

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