GB644800A - Method for obtaining hydantoins - Google Patents

Method for obtaining hydantoins

Info

Publication number
GB644800A
GB644800A GB21723/47A GB2172347A GB644800A GB 644800 A GB644800 A GB 644800A GB 21723/47 A GB21723/47 A GB 21723/47A GB 2172347 A GB2172347 A GB 2172347A GB 644800 A GB644800 A GB 644800A
Authority
GB
United Kingdom
Prior art keywords
reaction
ethyl
mono
methyl
phenyl ketone
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
GB21723/47A
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.)
Parke Davis and Co LLC
Original Assignee
Parke Davis and Co LLC
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 Parke Davis and Co LLC filed Critical Parke Davis and Co LLC
Publication of GB644800A publication Critical patent/GB644800A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
    • C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
    • C07D233/72—Two oxygen atoms, e.g. hydantoin
    • C07D233/76—Two oxygen atoms, e.g. hydantoin with substituted hydrocarbon radicals attached to the third ring carbon atom

Landscapes

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

Abstract

5 : 5-Diarylhydantoins (in which the two aryl groups may be linked together directly as well as through the 5-carbon atom of the hydantoin ring) are manufactured by treating diaryl ketones (including fluorenones) with a water-soluble cyanide (especially an alkali metal cyanide) and a reagent derived from the system NH3-CO2-H2O and capable of regenerating these components under the conditions of reaction, in the presence of an organic solvent at least partially miscible with water (e.g. an alcohol, amine, ester, ether or amide of relatively low molecular weight), and then acidifying the reaction mixture. The reaction is advantageously carried out at 50-150 DEG C., preferably while preventing the escape of volatile components. The following reactants and solvents are specified and some of then employed in examples: benzophenone and its p-bromo-, p-chloro-, p-amino- and p : p1-bis-(dimethylamino)-derivatives, fluorenone, di-p-tolyl ketone and p-anisyl phenyl ketone; sodium, potassium, lithium and calcium cyanides; ammonia and carbon dioxide as such, ammonium carbonate and ammonium carbamate; acetamide, propionamide, butyramide, methyl, ethyl and n-propyl alcohols, ethyl acetate, dioxane, morpholine, pyridine, mono- and di-ethanolamine, propanolamines, ethylene glycol and its mono-methyl and -ethyl ethers, 1 : 2-propylene glycol and glycerol. The Specification as open to inspection under Sect. 91 comprises also a reference to xenyl phenyl ketone as a starting material. This subject-matter does not appear in the Specification as accepted.
GB21723/47A 1940-09-09 1947-08-07 Method for obtaining hydantoins Expired GB644800A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US644800XA 1940-09-09 1940-09-09

Publications (1)

Publication Number Publication Date
GB644800A true GB644800A (en) 1950-10-18

Family

ID=22056278

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21723/47A Expired GB644800A (en) 1940-09-09 1947-08-07 Method for obtaining hydantoins

Country Status (1)

Country Link
GB (1) GB644800A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000926A1 (en) * 1977-08-22 1979-03-07 Battelle Development Corporation Method and apparatus for producing flakes from molten material
EP0006407A1 (en) * 1978-06-13 1980-01-09 Nippon Zoki Pharmaceutical Co. Ltd. Hydantoin derivatives, their preparation and pharmaceutical compositions containing them
EP0131365A1 (en) * 1983-05-31 1985-01-16 Ajinomoto Co., Inc. A process for preparing a hydantoin derivative

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000926A1 (en) * 1977-08-22 1979-03-07 Battelle Development Corporation Method and apparatus for producing flakes from molten material
EP0000926B1 (en) * 1977-08-22 1981-09-30 Battelle Development Corporation Method and apparatus for producing flakes from molten material
EP0006407A1 (en) * 1978-06-13 1980-01-09 Nippon Zoki Pharmaceutical Co. Ltd. Hydantoin derivatives, their preparation and pharmaceutical compositions containing them
EP0131365A1 (en) * 1983-05-31 1985-01-16 Ajinomoto Co., Inc. A process for preparing a hydantoin derivative

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