SU1731050A3 - Способ получени производных хлорметилхинолина - Google Patents

Способ получени производных хлорметилхинолина Download PDF

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Publication number
SU1731050A3
SU1731050A3 SU874203633A SU4203633A SU1731050A3 SU 1731050 A3 SU1731050 A3 SU 1731050A3 SU 874203633 A SU874203633 A SU 874203633A SU 4203633 A SU4203633 A SU 4203633A SU 1731050 A3 SU1731050 A3 SU 1731050A3
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SU
USSR - Soviet Union
Prior art keywords
derivatives
chloromethylquinoline
general formula
preparing
nmr
Prior art date
Application number
SU874203633A
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English (en)
Inventor
Шаламон Золтан
Имре Илона
Шебештьен Магдолна
Original Assignee
Алкалоида Ведьесети Дьяр (Инопредприятие)
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Publication of SU1731050A3 publication Critical patent/SU1731050A3/ru

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/10—Antimycotics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/18—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
    • C07D215/26—Alcohols; Ethers thereof

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Rheumatology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

СС13 8СС1, 134 - 135 8,58 dd (I3 7,5 Гц, I 1 Гц, 1Н) и
8,44 dd (I 9,0 Гц; I4 1,0 Гц, 1Н) Н (5 и 7), 8,24 S (1H) Н (3); 7,75 dd (Р 9,ОТц) Is 7,5 Гц 1Н) Н (6)

Claims (5)

  1. Формула изобретения
    I. Способ получения производных хлорметилхинолина общей формулы где R1
    R^- CHC12, л и ч а ю щ
    -ССЦ, и й с я тем, что про-у о т изводные хинолина общей формулы
    Cl R3 где R3 - СН?, подвергают хлорированию при 175 - )
    180°C в присутствий галоидуглевоДородного растворителя, в случае необходимости при повышенном давлении.
  2. 2. Способ по п.1, отличающийся тем, что в качестве хлорирующего средства используют пятихлористый фосфор или треххлористый фосфор и газообразный хлор.
  3. 3. Способ по п.1 или 2, отличающийся тем, что в качестве растворителя используют дихлорбензол или четыреххлористый углерод.
    Пример R4 R2 Температура 1Н - NMR - данные (ппм) плавления, °C .....1^,.1.-1.1-)..------
    ССЦ
    8CHClt
    95 - 97
    CCl,
    8CClj
    134 - 135
    8,45 dd (1Н) и 8,35 dd (1Н) и (5
  4. 7);;8,22 SS (1Н))и 8,22 S (1Н) 48-дихлорметил Н 7,85 dd (1Н) Н (6) 8,58 dd (I3 7,5 Гц, I4'1 Гц, 1Н) и
  5. 8,44 dd (I3 9,0 Гц; I4 1,0 Гц, 1Н> Н (5 и 7), 8,24 S (1Н) Н (3); 7,75 dd (I3 9,0Тц) I3 7,5 Гц 1Н) Н (6)
    Примечание. Величины температур плавления не уточнялись. Снимки ЯМР были сделаны в CDClj, первое место после запятой - определенная величина. Смещение отнесены к тетраметилсилану, как веществу - этанолу.
SU874203633A 1982-12-02 1987-11-13 Способ получени производных хлорметилхинолина SU1731050A3 (ru)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HU823869A HU191508B (en) 1982-12-02 1982-12-02 Process for preparing new chloromethyl-quinoline derivatives

Publications (1)

Publication Number Publication Date
SU1731050A3 true SU1731050A3 (ru) 1992-04-30

Family

ID=10965847

Family Applications (3)

Application Number Title Priority Date Filing Date
SU833673653A SU1516010A3 (ru) 1982-12-02 1983-12-01 Способ получени производных хлорметилхинолина
SU874203660A SU1748645A3 (ru) 1982-12-02 1987-11-13 Способ получени производных хлорметилхинолина
SU874203633A SU1731050A3 (ru) 1982-12-02 1987-11-13 Способ получени производных хлорметилхинолина

Family Applications Before (2)

Application Number Title Priority Date Filing Date
SU833673653A SU1516010A3 (ru) 1982-12-02 1983-12-01 Способ получени производных хлорметилхинолина
SU874203660A SU1748645A3 (ru) 1982-12-02 1987-11-13 Способ получени производных хлорметилхинолина

Country Status (7)

Country Link
US (1) US4599345A (ru)
EP (1) EP0113432B1 (ru)
JP (1) JPS59110678A (ru)
DE (1) DE3382664D1 (ru)
HU (1) HU191508B (ru)
RU (1) RU2012560C1 (ru)
SU (3) SU1516010A3 (ru)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4996214A (en) * 1990-06-28 1991-02-26 Smithkline Beecham Corporation Quinolinyl substituted phenyl/thioalkanoic acid substituted propionic acids and leucotriene antagonist use thereof

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1204231B (de) * 1960-11-12 1965-11-04 Raschig Gmbh Dr F Verfahren zur Herstellung von 2-Chlormethyl-pyridinen oder -chinolinen
BE793524A (fr) * 1971-12-30 1973-06-29 Riker Laboratories Inc Acides benzoquinolizine-carboxyliques et leurs derives
CH605916A5 (ru) * 1973-12-07 1978-10-13 Hoffmann La Roche
FR2421885A1 (fr) * 1977-10-07 1979-11-02 Roussel Uclaf Nouveau procede de preparation de 4-chloroquinoleines
DE3038504A1 (de) * 1980-10-11 1982-06-03 Basf Ag, 6700 Ludwigshafen Neue 4-chinolinmethanderivate, ihre herstellung und verwendung zur darstellung von substanzen mit arzneimittelwirkung
HU188235B (en) * 1982-12-11 1986-03-28 Alkaloida Vegyeszeti Gyar,Hu Process for producing fluoro-methyl-quinoline derivatives

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
I.Med.Chem 14, 926 (1971), I.Chem.Soc. 123, 2882 (1923). I.Med.Chem 14, 1221 (1971)о Вег 81 1948 , 499, 505а *

Also Published As

Publication number Publication date
HU191508B (en) 1987-02-27
SU1516010A3 (ru) 1989-10-15
DE3382664D1 (de) 1993-04-22
US4599345A (en) 1986-07-08
RU2012560C1 (ru) 1994-05-15
SU1748645A3 (ru) 1992-07-15
EP0113432A1 (de) 1984-07-18
EP0113432B1 (de) 1993-03-17
JPS59110678A (ja) 1984-06-26

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