GB826917A - New hydroquinone compounds and process for their manufacture - Google Patents

New hydroquinone compounds and process for their manufacture

Info

Publication number
GB826917A
GB826917A GB14636/56A GB1463656A GB826917A GB 826917 A GB826917 A GB 826917A GB 14636/56 A GB14636/56 A GB 14636/56A GB 1463656 A GB1463656 A GB 1463656A GB 826917 A GB826917 A GB 826917A
Authority
GB
United Kingdom
Prior art keywords
bis
ethyleneimino
hydroquinone
alkali
salts
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
GB14636/56A
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.)
BASF Schweiz AG
Original Assignee
Ciba AG
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 Ciba AG filed Critical Ciba AG
Publication of GB826917A publication Critical patent/GB826917A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D203/00Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D203/04Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D203/06Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D203/08Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
    • C07D203/14Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom with carbocyclic rings directly attached to the ring nitrogen atom

Landscapes

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

Abstract

The invention comprises 2 : 6-bis-ethyleneimino-hydroquinones of which the ethylene radicals are unsubstituted or each contains one alkyl radical of 1-4 carbon atoms, containing in the 3- and 5-positions halogen atoms or lower alkoxy or alkylmercapto groups of 1-4 carbon atoms and salts thereof. The compounds are made by treating the corresponding benzoquinones with a reducing agent, for example, sodium dithionite in an alkaline medium or hydrogen in the presence of a nickel catalyst. The reduction reaction is preferably carried out in an atmosphere of nitrogen or hydrogen. In a modification of the process a 2 : 6-bis-ethyleneimino-p-benzoquinone, substituted in the 3- and 5-positions by halogen atoms, is treated with an excess of an alkyl mercaptan, preferably in the presence of a condensing agent such as an alkali-metal and in a solvent such as alcohol to give directly the 3 : 5 - bis - alkylmercapto - 2 : 6 - bis-ethyleneimino-hydroquinone. The products may be converted into their salts with metals, e.g. by treatment with alkali-metal hydroxides. They are used pharmaceutically for the treatment of cancer diseases or amoebic diseases. Specified products include 3 : 5-dibromo-, 3 : 5-diethoxy- and 3 : 5-di-ethylmercapto-, 2 : 6-bis-ethyleneimino - hydroquinone. Specification 825,557 is referred to.
GB14636/56A 1955-05-13 1956-05-10 New hydroquinone compounds and process for their manufacture Expired GB826917A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH826917X 1955-05-13

Publications (1)

Publication Number Publication Date
GB826917A true GB826917A (en) 1960-01-27

Family

ID=4540003

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14636/56A Expired GB826917A (en) 1955-05-13 1956-05-10 New hydroquinone compounds and process for their manufacture

Country Status (1)

Country Link
GB (1) GB826917A (en)

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