SU455534A3 - Method for preparing nitrofurilamidine or nitrothienylamidine derivatives - Google Patents

Method for preparing nitrofurilamidine or nitrothienylamidine derivatives

Info

Publication number
SU455534A3
SU455534A3 SU1842826A SU1842826A SU455534A3 SU 455534 A3 SU455534 A3 SU 455534A3 SU 1842826 A SU1842826 A SU 1842826A SU 1842826 A SU1842826 A SU 1842826A SU 455534 A3 SU455534 A3 SU 455534A3
Authority
SU
USSR - Soviet Union
Prior art keywords
derivatives
nitrothienylamidine
nitrofurilamidine
preparing
compounds
Prior art date
Application number
SU1842826A
Other languages
Russian (ru)
Inventor
Херберт Бергер
Руди Галл
Макс Тил
Вольфганг Фемель
Винфриде Зауер
Original Assignee
Берингер Маннхайм Гмбх (Фирма)
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 Берингер Маннхайм Гмбх (Фирма) filed Critical Берингер Маннхайм Гмбх (Фирма)
Application granted granted Critical
Publication of SU455534A3 publication Critical patent/SU455534A3/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Description

(54) СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ НИТРОФУРИЛАМИДИНА ИЛИ НИТРОТИЕНИЛАМИДИНА(54) METHOD FOR OBTAINING DERIVATIVES NITROFURYLAMIDINE OR NITROTHYENYLAMIDINE

1one

Изобретение относитс  к способу получени  новых производных нитрофуриламидина или нитротиениламидина, обладающих значительным антибактериальным действием.This invention relates to a process for the preparation of new derivatives of nitrofuryl amidine or nitrothienyl amidine, which have a significant antibacterial effect.

Основанный на известной реакции альдольной конденсации охватываемый насто щим изобретением, способ позвол ет получать новые соединени , обладающие лучшими свойствами , чем известные аналоги подобного действи .Based on the known aldol condensation reaction covered by the present invention, the method allows to obtain new compounds with better properties than the known analogues of similar effect.

Предложен способ получени  соединений общей формулы IA method for the preparation of compounds of general formula I is provided.

RiRi

CH-He-t- N- C-NCH-He-t-N-C-N

ff

R9R9

где Ri, и Rs - водород или низщие алкил , алкоксиалкил или алкилмеркаптоалкил, причем два остатка вместе с атомами, с которыми они св заны могут образовывать 5- 6-членные кольца, которые могут дополнительно содержать один или два атома азота, кислорода или серы;where Ri and Rs are hydrogen or lower alkyl, alkoxyalkyl or alkyl mercaptoalkyl, two of which, together with the atoms to which they are attached, can form 5-6 membered rings, which may additionally contain one or two nitrogen, oxygen or sulfur atoms;

X - атом кислорода или атом серы:X is an oxygen atom or a sulfur atom:

Het - системы нафтиридина или s-триазоло- 4 ,3-6 -пиридазина, которые, при известных услови х, могут быть замещены низщими алкильными, амино- или гидроксильными группами,Het - naphthyridine or s-triazolo-4, 3-6 -pyridazine systems, which, under certain conditions, can be substituted by lower alkyl, amino or hydroxyl groups,

или их солей.or their salts.

Согласно изобретению соединение формулы I получают взаимодействием соединений формулы ПAccording to the invention, a compound of formula I is obtained by reacting compounds of the formula P

/RI/ RI

ОНз Het-N C-NCOHZ Het-N C-NC

I R2I R2

5П5P

где RI, R2, Ra и Het имеют выщеуказанные значени , с 5-нитрофурфуролом или соответственно 5-нитротиофенальдегидом-2 или их реакционноспособными производными.where RI, R2, Ra and Het are as defined above, with 5-nitrofurfurol or 5-nitrothiophenaldehyde-2, respectively, or their reactive derivatives.

Конденсацию 5-нитрофурфурола или соответственно 5-нитротиофенальдегида-2 с соединени ми формулы II можно провести лишьThe condensation of 5-nitrofurfurol or 5-nitrothiophenaldehyde-2, respectively, with compounds of formula II can only be carried out

в том случае, если метильна  группа находитс  в орто- или параположении, по крайней мере, к одному активирующему азоту. Реакif the methyl group is in the ortho or para position at least to one of the activating nitrogen. Reak

SU1842826A 1970-06-20 1971-06-18 Method for preparing nitrofurilamidine or nitrothienylamidine derivatives SU455534A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19702030581 DE2030581A1 (en) 1970-06-20 1970-06-20 Nitrofuryl amidine derivatives and process for making the same

Publications (1)

Publication Number Publication Date
SU455534A3 true SU455534A3 (en) 1974-12-30

Family

ID=5774553

Family Applications (3)

Application Number Title Priority Date Filing Date
SU1842826A SU455534A3 (en) 1970-06-20 1971-06-18 Method for preparing nitrofurilamidine or nitrothienylamidine derivatives
SU1677748A SU421188A3 (en) 1970-06-20 1971-06-18 METHOD OF OBTAINING DERIVATIVE NITROFURIL (OR THIENYL) AMIDIN
SU1842000A SU468410A3 (en) 1970-06-20 1971-06-18 Method for preparing nitrofurilamidine derivatives

Family Applications After (2)

Application Number Title Priority Date Filing Date
SU1677748A SU421188A3 (en) 1970-06-20 1971-06-18 METHOD OF OBTAINING DERIVATIVE NITROFURIL (OR THIENYL) AMIDIN
SU1842000A SU468410A3 (en) 1970-06-20 1971-06-18 Method for preparing nitrofurilamidine derivatives

Country Status (11)

Country Link
AT (3) AT309407B (en)
CA (1) CA942304A (en)
DE (1) DE2030581A1 (en)
ES (1) ES392288A1 (en)
FR (1) FR2100800B1 (en)
GB (1) GB1309727A (en)
IE (1) IE35388B1 (en)
NL (1) NL7108264A (en)
SE (1) SE372769B (en)
SU (3) SU455534A3 (en)
ZA (1) ZA713906B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2222834A1 (en) * 1972-05-10 1973-11-29 Boehringer Mannheim Gmbh NITROFURYL AMIDINE DERIVATIVES AND METHOD FOR PREPARING THE SAME
ME02736B (en) 2005-12-21 2017-10-20 Janssen Pharmaceutica Nv Triazolopyridazines as tyrosine kinase modulators

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1485277A (en) * 1965-07-02 1967-06-16 Boehringer & Soehne Gmbh Process for the preparation of novel 5-nitrofuryl and 5-nitrothienyl compounds
US3658796A (en) * 1968-04-10 1972-04-25 Boehringer Mannheim Gmbh 5-nitrofuran derivatives

Also Published As

Publication number Publication date
FR2100800B1 (en) 1975-10-10
SE372769B (en) 1975-01-13
AT304520B (en) 1973-01-10
IE35388L (en) 1971-12-20
FR2100800A1 (en) 1972-03-24
GB1309727A (en) 1973-03-14
NL7108264A (en) 1971-12-22
SU421188A3 (en) 1974-03-25
SU468410A3 (en) 1975-04-25
CA942304A (en) 1974-02-19
IE35388B1 (en) 1976-02-04
ES392288A1 (en) 1973-10-01
DE2030581A1 (en) 1971-12-30
AT309406B (en) 1973-08-27
ZA713906B (en) 1972-02-23
AT309407B (en) 1973-08-27

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