GB908966A - Improvements in and relating to the preparation of benzo (a) quinolizines - Google Patents

Improvements in and relating to the preparation of benzo (a) quinolizines

Info

Publication number
GB908966A
GB908966A GB2180/58A GB218058A GB908966A GB 908966 A GB908966 A GB 908966A GB 2180/58 A GB2180/58 A GB 2180/58A GB 218058 A GB218058 A GB 218058A GB 908966 A GB908966 A GB 908966A
Authority
GB
United Kingdom
Prior art keywords
group
hydrogen atom
carbon atoms
preparation
oxidizing
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
GB2180/58A
Inventor
Harry Tacon Openshaw
Norman Whittaker
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.)
Wellcome Foundation Ltd
Original Assignee
Wellcome Foundation Ltd
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 Wellcome Foundation Ltd filed Critical Wellcome Foundation Ltd
Priority to GB2180/58A priority Critical patent/GB908966A/en
Priority to CH6861859A priority patent/CH408014A/en
Publication of GB908966A publication Critical patent/GB908966A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/02—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with only hydrogen atoms or radicals containing only carbon and hydrogen atoms, directly attached to carbon atoms of the nitrogen-containing ring; Alkylene-bis-isoquinolines

Landscapes

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

Abstract

The invention comprises compounds of the general formula: <FORM:0908966/IV (b)/1> and acid addition salts thereof wherein R1 is an alkyl or aryl group having not more than eight carbon atoms, R2 is a hydrogen atom or an alkyl group having not more than five carbon atoms and when R2 is a hydrogen atom R1 may also be a hydrogen atom and wherein the iso quinoline ring system is either unsubstituted in the benzene ring or has alkoxyl groups or an alkylene dioxyl group at positions 6 and 7, each alkoxyl group or alkylene dioxyl group having not more than four carbon atoms, and the preparation thereof by reacting a 1:2:3:4-tetrahydro-iso-quinoline with formaldehyde and a ketonic compound of the formula R2CH2COCHXR1 wherein X is a hydrogen atom or a carboxyl group. The invention also comprises the preparation of benzo(a)quinolizines of the formula <FORM:0908966/IV (b)/2> and acid addition salts thereof wherein R1 and R2 are as defined above, by oxidizing a correspondingly substituted isoquinoline derivative (I) being an oxidizing agent capable of oxidizing a 2-substituted-1:2:3:4-tetrahydroisoquinoline to the corresponding 3:4-dihydroisoquinolinium salt. Suitable agents are mercuric acetate ferric chloride, chlorine, bromine or iodine. Reference has been directed by the Comptroller to Specification 845,098.
GB2180/58A 1958-01-22 1958-01-22 Improvements in and relating to the preparation of benzo (a) quinolizines Expired GB908966A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB2180/58A GB908966A (en) 1958-01-22 1958-01-22 Improvements in and relating to the preparation of benzo (a) quinolizines
CH6861859A CH408014A (en) 1958-01-22 1959-01-22 Process for the preparation of benzo (a) quinolizines

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2180/58A GB908966A (en) 1958-01-22 1958-01-22 Improvements in and relating to the preparation of benzo (a) quinolizines

Publications (1)

Publication Number Publication Date
GB908966A true GB908966A (en) 1962-10-24

Family

ID=9734990

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2180/58A Expired GB908966A (en) 1958-01-22 1958-01-22 Improvements in and relating to the preparation of benzo (a) quinolizines

Country Status (2)

Country Link
CH (1) CH408014A (en)
GB (1) GB908966A (en)

Also Published As

Publication number Publication date
CH408014A (en) 1966-02-28

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