GB870097A - Diethinyl-quinols and a process for their manufacture - Google Patents

Diethinyl-quinols and a process for their manufacture

Info

Publication number
GB870097A
GB870097A GB26073/58A GB2607358A GB870097A GB 870097 A GB870097 A GB 870097A GB 26073/58 A GB26073/58 A GB 26073/58A GB 2607358 A GB2607358 A GB 2607358A GB 870097 A GB870097 A GB 870097A
Authority
GB
United Kingdom
Prior art keywords
dihydroxy
diethinyl
cyclohexadiene
bis
quinols
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
GB26073/58A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB870097A publication Critical patent/GB870097A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C46/00Preparation of quinones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C50/00Quinones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00Systems containing at least three condensed rings
    • C07C2603/02Ortho- or ortho- and peri-condensed systems
    • C07C2603/04Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/22Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
    • C07C2603/26Phenanthrenes; Hydrogenated phenanthrenes

Landscapes

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

Abstract

The invention comprises diethinyl quinols of the formula: <FORM:0870097/IV (b)/1> <FORM:0870097/IV (b)/2> where R1, R2, R3, R4 each represent a hydrogen or halogen atom or an alkyl group or two of the symbols R1, R2, R3, R4 together for part of one or more fused 6 membered ring systems, and R5 and R6 each represent a hydrogen atom or a hydrocarbon radical which may be interrupted by one oxygen atom. The quinols may be prepared by reacting the appropriate ortho or para quinone with an appropriate mono-substituted acetylene or the appropriate mono-substituted acetylene in liquid ammonia below 0 DEG C., preferably at -60 DEG to -30 DEG . The reaction may be carried out by adding the solid quinone or a solution of the quinone in an organic solvent to an ammoniacal solution of the alkali metal acetylide while passing a stream of acetylene through the solution. The examples describe the preparation of 1,4-diethinyl- 1,4-dihydroxycyclohexadiene-2,5; 2,3,5,6-tetrachloro-1,4-diethinyl-1,4-dihydroxy-cyclohexadiene-2, 5; 1,4-diethinyl-1,4-dihydroxy-1,4-dihydronaphthalene; 9,10-diethinyl-9,10-dihydroxy-9,10-dihydroanthracene; 6, 13-diethinyl-6,13-dihydroxy- 6,13-dihydropentacene; 9,10-diethinyl-9,10-dihydroxy-9,10-dihydrophenanthrene; p 1,4-di-(phenylethinyl)-1,4-dihydroxy-cyclohexadiene-2,5; 1,4-dihydroxy-1, 4-bis-[4-methoxy-butene-3-ine-1-yl]- cyclohexadiene-2,5; 1,4-dihydroxy-1,4-bis-[3-methoxy-propine-1-yl]-cyclohexadiene-2,5; and 1,4-dihydroxy-1,4-bis-[butene-3-ine-1-yl]- cyclohexadiene-2,5.
GB26073/58A 1957-08-13 1958-08-13 Diethinyl-quinols and a process for their manufacture Expired GB870097A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE870097X 1957-08-13

Publications (1)

Publication Number Publication Date
GB870097A true GB870097A (en) 1961-06-14

Family

ID=6803838

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26073/58A Expired GB870097A (en) 1957-08-13 1958-08-13 Diethinyl-quinols and a process for their manufacture

Country Status (1)

Country Link
GB (1) GB870097A (en)

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