SU434653A3 - METHOD OF OBTAINING N-VINYLKHINOLONES - Google Patents

METHOD OF OBTAINING N-VINYLKHINOLONES

Info

Publication number
SU434653A3
SU434653A3 SU1618801A SU1618801A SU434653A3 SU 434653 A3 SU434653 A3 SU 434653A3 SU 1618801 A SU1618801 A SU 1618801A SU 1618801 A SU1618801 A SU 1618801A SU 434653 A3 SU434653 A3 SU 434653A3
Authority
SU
USSR - Soviet Union
Prior art keywords
vinylkhinolones
obtaining
quinolones
allyl
formula
Prior art date
Application number
SU1618801A
Other languages
Russian (ru)
Original Assignee
Иностранцы Херберт Бергер
ФРГ Альфред Ромберг, Курт Штах
Вольфганг Фёмель , Винфриде Зауер ФРГ
Иностранна фирма
Берингер Маннхайм ГмбХ
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 Иностранцы Херберт Бергер, ФРГ Альфред Ромберг, Курт Штах, Вольфганг Фёмель , Винфриде Зауер ФРГ, Иностранна фирма, Берингер Маннхайм ГмбХ filed Critical Иностранцы Херберт Бергер
Application granted granted Critical
Publication of SU434653A3 publication Critical patent/SU434653A3/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04Ortho- or peri-condensed ring systems
    • C07D221/06Ring systems of three rings
    • C07D221/16Ring systems of three rings containing carbocyclic rings other than six-membered

Landscapes

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

Description

Изобретение относитс  к способу получени  новых производных хинолнна, которые обладают лекарственными свойствами и могут найти применение в фармацевтической промышленности .This invention relates to a method for producing new quinoline derivatives that have medicinal properties and can be used in the pharmaceutical industry.

Известно, что под действием сильных щелочей происходит смещение двойной св зи в аллильных производных, например ароматических , в положение, сопр женное с ароматическим кольцом.It is known that under the action of strong alkalis, a double bond is displaced into allyl derivatives, for example aromatic, to a position conjugated with an aromatic ring.

Однако дл  получени  соединений предлагаемым способом эта реакци  не примен лась .However, this compound was not used for the preparation of compounds by the proposed method.

Предлагаемый способ получени  N-ВИБИЛхинолонов общей формулы IThe proposed method for the preparation of N-VIBILquinolones of general formula I

NINi

RO IRO I

,, ,,

где один из RI и R2 обозначает водород, а другой вместе с Rs - радикал 1,3-пропилена; R4-«изщий алкил;where one of RI and R2 denotes hydrogen, and the other together with Rs is a 1,3-propylene radical; R4 is "alkyl";

Y - гидроксил, ннзщий алкоксил, незамещенна  или замещенна  аминогруппа, заключаетс  в том,чтоY is a hydroxyl, lower alkoxy, unsubstituted or substituted amino group, is that

N-аллилхинолоны общей формулы IIN-allyl quinolones of general formula II

.0.0

rfrrfr

Б.7 I ,B.7 I,

CH -CH CH-RcCH -CH CH-Rc

где Rb Ra, Rs и Y имеют вышеуказанные значени , Rs - водород или низщий алкил, который имеет на один атом углерода меньще,where Rb Ra, Rs and Y are as defined above, Rs is hydrogen or lower alkyl which has one less carbon atom,

чем R4, подвергают обработке сильным основанием при нагревании, с последующим выделением целевых соединений известным способом в свободном виде или в виде солей. Перегруппировка N-аллилхинолонов формулы П в N-винилхинолоны формулы I проводитс  преимущественно нагреванием с водными растворами щелочей, например с водным раствором едкого натра, или нагреванием с сильными органическими основани ми, вthan R4, is treated with a strong base when heated, followed by separation of the target compounds in a known manner in free form or in the form of salts. The rearrangement of the N-allyl quinolones of the formula P into N-vinyl quinolones of the formula I is carried out predominantly by heating with aqueous solutions of alkalis, for example, with an aqueous solution of caustic soda, or by heating with strong organic bases in

носледнем случае реакци  проводитс  в присутствии растворител , например спирта, цикIn the latter case, the reaction is carried out in the presence of a solvent, e.g. alcohol,

SU1618801A 1970-03-13 1971-02-08 METHOD OF OBTAINING N-VINYLKHINOLONES SU434653A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2011885A DE2011885C3 (en) 1970-03-13 1970-03-13 1,4-Dihydro-3-carboxy-cyclopentano (h) -quinolone- (4) -derivatives, process for the preparation thereof and their use

Publications (1)

Publication Number Publication Date
SU434653A3 true SU434653A3 (en) 1974-06-30

Family

ID=5764939

Family Applications (2)

Application Number Title Priority Date Filing Date
SU1618801A SU434653A3 (en) 1970-03-13 1971-02-08 METHOD OF OBTAINING N-VINYLKHINOLONES
SU1747931A SU436493A3 (en) 1970-03-13 1971-02-08

Family Applications After (1)

Application Number Title Priority Date Filing Date
SU1747931A SU436493A3 (en) 1970-03-13 1971-02-08

Country Status (20)

Country Link
JP (1) JPS4835268B2 (en)
AT (2) AT303734B (en)
BG (2) BG18415A3 (en)
CA (1) CA944355A (en)
CH (2) CH558359A (en)
CS (2) CS161899B2 (en)
DE (1) DE2011885C3 (en)
DK (1) DK129839B (en)
ES (1) ES388909A1 (en)
FI (1) FI49501C (en)
FR (1) FR2085701B1 (en)
GB (1) GB1282076A (en)
IE (1) IE35111B1 (en)
IL (1) IL36397A (en)
NL (1) NL145854B (en)
PL (1) PL82724B1 (en)
RO (2) RO58367A (en)
SE (1) SE361313B (en)
SU (2) SU434653A3 (en)
ZA (1) ZA711607B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3988460A (en) * 1972-05-10 1976-10-26 Boehringer Mannheim G.M.B.H. Cyclopentenoquinolone compounds for treating bacterial infections
JPS50114345U (en) * 1974-02-28 1975-09-18

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB830832A (en) * 1957-02-15 1960-03-23 Ici Ltd New quinolones and therapeutic compositions containing them
CA944354A (en) * 1968-07-23 1974-03-26 Boehringer Mannheim G.M.B.H. Cycloalkano-quinolone derivatives

Also Published As

Publication number Publication date
CH558359A (en) 1975-01-31
RO58367A (en) 1975-09-15
DK129839B (en) 1974-11-25
AT303734B (en) 1972-12-11
BG18416A3 (en) 1974-10-25
IL36397A (en) 1974-10-22
ES388909A1 (en) 1973-05-01
SU436493A3 (en) 1974-07-15
FR2085701B1 (en) 1975-08-01
CH558358A (en) 1975-01-31
NL7103247A (en) 1971-09-15
IE35111L (en) 1971-09-13
FI49501C (en) 1975-07-10
PL82724B1 (en) 1975-10-31
DE2011885B2 (en) 1980-08-07
DK129839C (en) 1975-05-05
BG18415A3 (en) 1974-10-25
AT303735B (en) 1972-11-15
IE35111B1 (en) 1975-11-12
RO58563A (en) 1975-09-15
DE2011885A1 (en) 1971-09-30
FI49501B (en) 1975-04-01
CS161900B2 (en) 1975-06-10
CA944355A (en) 1974-03-26
IL36397A0 (en) 1971-05-26
JPS4835268B2 (en) 1973-10-26
GB1282076A (en) 1972-07-19
CS161899B2 (en) 1975-06-10
JPS462928A (en) 1971-10-22
NL145854B (en) 1975-05-15
SE361313B (en) 1973-10-29
DE2011885C3 (en) 1981-05-21
FR2085701A1 (en) 1971-12-31
ZA711607B (en) 1971-12-29

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