RU96110193A - METHOD FOR TURNING SUBSTITUTED 8-CHLORHINOLINES TO SUBSTITUTED 8-HYDROXYCHINOLINES - Google Patents

METHOD FOR TURNING SUBSTITUTED 8-CHLORHINOLINES TO SUBSTITUTED 8-HYDROXYCHINOLINES

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Publication number
RU96110193A
RU96110193A RU96110193/04A RU96110193A RU96110193A RU 96110193 A RU96110193 A RU 96110193A RU 96110193/04 A RU96110193/04 A RU 96110193/04A RU 96110193 A RU96110193 A RU 96110193A RU 96110193 A RU96110193 A RU 96110193A
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RU
Russia
Prior art keywords
sodium hydroxide
substituted
alkyl
copper
reaction
Prior art date
Application number
RU96110193/04A
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Russian (ru)
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RU2160255C2 (en
Inventor
С.Мармор Роберт
Ли Стронг Генри
Original Assignee
Американ Цианамид Компани
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Priority claimed from US08/448,693 external-priority patent/US5597924A/en
Application filed by Американ Цианамид Компани filed Critical Американ Цианамид Компани
Publication of RU96110193A publication Critical patent/RU96110193A/en
Application granted granted Critical
Publication of RU2160255C2 publication Critical patent/RU2160255C2/en

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Claims (6)

1. Способ получения замещенных 8-гидроксихинолинов, который включает реакцию замещенного 8-хлорхинолина формулы
Figure 00000001

где R - C1 - C4-алкил, гидрокси-C1 - C4-алкил, C1 - C4-алкокси-C1 - C4-алкил, C1 - C4-галоидалкил или ди-C1 - C4-алкиламино-C1 - C4-алкил, с разбавленным раствором щелочи в реакторе с перемешиванием, работающем под давлением, в присутствии катализатора на основе двухвалентной меди при температуре в интервале 150 - 200oC.1. The method of obtaining substituted 8-hydroxyquinoline, which includes the reaction of a substituted 8-chloroquinoline of the formula
Figure 00000001

where R is C 1 - C 4 -alkyl, hydroxy-C 1 - C 4 -alkyl, C 1 - C 4 -alkoxy-C 1 - C 4 -alkyl, C 1 - C 4 -haloalkyl or di-C 1 - C 4 -alkylamino-C 1 - C 4 -alkyl, with a dilute alkali solution in a stirred reactor, working under pressure, in the presence of a catalyst based on divalent copper at a temperature in the range of 150 - 200 o C. 2. Способ по п.1, отличающийся тем, что катализатор на основе двухвалетной меди, представляет собой соль двухвалентной меди или органический комплекс двухвалентной меди, а раствор щелочи представляет собой раствор гидроксида натрия. 2. The method according to claim 1, characterized in that the catalyst based on two-copper copper is a salt of divalent copper or an organic complex of divalent copper, and the alkali solution is a solution of sodium hydroxide. 3. Способ по п. 2, отличающийся тем, что 8-хлор-3-метоксиметилхинолин превращается в 8-гидрокси-3-метоксиметилхинолин. 3. The method according to p. 2, characterized in that 8-chloro-3-methoxymethylquinoline is converted to 8-hydroxy-3-methoxymethylquinoline. 4. Способ по п.3, отличающийся тем, что катализатор представляет собой 1 мол.% органического комплекса двухвалентной меди, полученного реакцией сульфата двухвалентной меди с 8 - гидрокси-3-метоксиметилхинолином, а гидроксид натрия представляет собой 5 эквивалентов 2%-ного водного раствора натрия, и реакцию проводят при перемешивании в течение 17 - 24 часов при температуре 160oC.4. The method according to p. 3, wherein the catalyst is a 1 mol.% Organic complex of divalent copper obtained by the reaction of divalent copper sulfate with 8 - hydroxy-3-methoxymethylquinoline, and sodium hydroxide is 5 equivalents of 2% aqueous sodium solution, and the reaction is carried out with stirring for 17 to 24 hours at a temperature of 160 o C. 5. Способ по п.3, отличающийся тем, что катализатор представляет собой 5 мол. % сульфата двухвалентной меди, а гидроксид натрия представляет собой 5 эквивалентов 2 - 4%-ного водного раствора гидроксида натрия, и реакцию проводят при перемешивании в течение 17 - 22 часов при температуре 160oC.5. The method according to p. 3, characterized in that the catalyst is a 5 mol. % copper sulfate, and sodium hydroxide is 5 equivalents of a 2-4% aqueous solution of sodium hydroxide, and the reaction is carried out with stirring for 17-22 hours at a temperature of 160 o C. 6. Способ по п.5, отличающийся тем, что гидроксид натрия представляет собой 5 эквивалентов 2%-ного водного раствора гидроксида натрия. 6. The method according to claim 5, wherein the sodium hydroxide is 5 equivalents of a 2% aqueous solution of sodium hydroxide.
RU96110193/04A 1995-05-24 1996-05-23 Method of conversion of substituted 8-chloroquinolens into substituted 8- hydroxyquinolines RU2160255C2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/448,693 US5597924A (en) 1995-05-24 1995-05-24 Coversion of substituted 8-chloroquinolines to substituted 8-hydroxyquinolines
US08/448,693 1995-05-24

Publications (2)

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RU96110193A true RU96110193A (en) 1998-08-20
RU2160255C2 RU2160255C2 (en) 2000-12-10

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US (1) US5597924A (en)
EP (1) EP0744399B1 (en)
JP (1) JPH093048A (en)
KR (1) KR960041165A (en)
CN (1) CN1067380C (en)
AR (1) AR002088A1 (en)
AT (1) ATE197147T1 (en)
AU (1) AU707068B2 (en)
BR (1) BR9602397A (en)
CA (1) CA2177106A1 (en)
CZ (1) CZ289101B6 (en)
DE (1) DE69610739T2 (en)
DK (1) DK0744399T3 (en)
ES (1) ES2152490T3 (en)
GR (1) GR3035177T3 (en)
HU (1) HU216070B (en)
IL (1) IL118351A (en)
IN (1) IN181570B (en)
PT (1) PT744399E (en)
RU (1) RU2160255C2 (en)
SG (1) SG43368A1 (en)
SI (1) SI0744399T1 (en)
SK (1) SK65696A3 (en)
TR (1) TR199600434A1 (en)
TW (1) TW322472B (en)
YU (1) YU30696A (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102008022221A1 (en) 2008-05-06 2009-11-12 Universität des Saarlandes Inhibitors of human aldosterone synthase CYP11B2
US8541404B2 (en) * 2009-11-09 2013-09-24 Elexopharm Gmbh Inhibitors of the human aldosterone synthase CYP11B2
CN102787513A (en) * 2012-07-24 2012-11-21 苏州市华元化工有限公司 High efficiency chelating agent and its production method

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* Cited by examiner, † Cited by third party
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JPS4854078A (en) * 1971-11-16 1973-07-30
JPS5942535A (en) * 1982-09-02 1984-03-09 Fuji Photo Film Co Ltd Silver halide photosensitive material
US4609734A (en) * 1983-11-08 1986-09-02 Lonza Ltd. Process for the production of 2-hydroxypyridines from 2-pyridine carboxylic acid-N-oxides
DE3614756A1 (en) * 1986-04-30 1987-11-05 Ruetgerswerke Ag METHOD FOR THE PRODUCTION OF 5-ALKYLCHINOLIN ACIDS AND AGENT FOR IMPLEMENTING THE METHOD
US4816588A (en) * 1986-09-12 1989-03-28 American Cyanamid Company Method for the preparation of pyridine-2,3-dicarboxylic acids
IL89142A (en) * 1988-03-10 1993-04-04 American Cyanamid Co Method for the sequential oxidation of substituted 8-hydroxyquinolines to produce substituted pyridine-2,3- dicarboxylic acids
US5281713A (en) * 1991-12-20 1994-01-25 American Cyanamid Company Process for the manufacture of 2-alkoxymethylacrolein

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