SU795459A3 - Способ получени производныхгидРАзОНА - Google Patents
Способ получени производныхгидРАзОНА Download PDFInfo
- Publication number
- SU795459A3 SU795459A3 SU762317502A SU2317502A SU795459A3 SU 795459 A3 SU795459 A3 SU 795459A3 SU 762317502 A SU762317502 A SU 762317502A SU 2317502 A SU2317502 A SU 2317502A SU 795459 A3 SU795459 A3 SU 795459A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- hydrazone derivatives
- derivatives
- preparing
- preparing hydrazone
- hydrazone
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 6
- 150000007857 hydrazones Chemical class 0.000 title description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 229940111131 antiinflammatory and antirheumatic product propionic acid derivative Drugs 0.000 abstract 1
- 150000008316 benzisoxazoles Chemical class 0.000 abstract 1
- 150000005599 propionic acid derivatives Chemical class 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 3
- 150000008366 benzophenones Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical class C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 description 1
- -1 4-Chloro-5-ethyl-2-hydroxybenzophenone hydrazone Chemical compound 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/56—Benzoxazoles; Hydrogenated benzoxazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D263/57—Aryl or substituted aryl radicals
-
- 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]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pain & Pain Management (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Rheumatology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
(54) СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ ГИДРАЗО1
Изобретение относитс к способу получени новых производных гидразона общей формулы где R - водород или галоид; R. -алкил гидроксил, которые могут найти применение дл получени произ водных 1,2-бензоксазола, обладающих фармакологическим действием. В патентной литературе описаны . способы получени различных производных бензофенона, среди которых наиболее близким к описываемым вл ютс соединени формулы которые получают взаимодействием бен зофйнона с гидроксиламином fl. Описываемый способ, основанный, на известной реакции гидразина с .альдегидами или кетонами 2 , приводит к получению новых производных бензофенона. в соответствии с изобретением описываетс .способ получени производных гидразона общей формулы где R -водород или галоид; Rj -алкил R j-гидроксил, которые получают взаимодействием бензофенона формулы где R, R, Rj имеют вышеуказанные значени , с гидразином в растворе этан.ола при температуре кипени реакционной массы. Целевой продукт вьщел мт известным способом. Пример . 4 -ХЛОР-5-ЭТИЛ-2оксибензофенонгидразон .
К раствору гидразина (0,7 г) и воды (О,36 мл) добавл ют 4 -хлор-5-этиЛ .-2-оксибензофенона (2,6 г) в этаноле (4 мл ), Реакционную смесь нагревают в течение 1,5 ч при температуре кипени реакционной массы с обратным холодильником затем упаривают досуха и получают 4-Хлор-5-этил-2-оксибензофенонгидразон .в виде масла, имеющего индекс рефракции 1,6245 при температуре 22,50с.
Claims (1)
1.Авторское свидетельство СССР № 3S8312, кл. С 07 С 131/00,
2,Греков А. П. Органическа хими гидразина. 1966, с. 10.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB49259/73A GB1488003A (en) | 1973-10-23 | 1973-10-23 | 1,2-benzisoxazole derivatives processes for their preparation and their use as pharmaceuticals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU795459A3 true SU795459A3 (ru) | 1981-01-07 |
Family
ID=10451720
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU742091795A SU604491A3 (ru) | 1973-10-23 | 1974-10-22 | Способ получени производных 1,2-бензизоксазола |
| SU762315111A SU608476A3 (ru) | 1973-10-23 | 1976-01-27 | Способ получени 5-или-6замещенных бензоксазолкарбоновых кислот |
| SU762317502A SU795459A3 (ru) | 1973-10-23 | 1976-01-28 | Способ получени производныхгидРАзОНА |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU742091795A SU604491A3 (ru) | 1973-10-23 | 1974-10-22 | Способ получени производных 1,2-бензизоксазола |
| SU762315111A SU608476A3 (ru) | 1973-10-23 | 1976-01-27 | Способ получени 5-или-6замещенных бензоксазолкарбоновых кислот |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US3951999A (ru) |
| JP (2) | JPS5912671B2 (ru) |
| AR (3) | AR209755A1 (ru) |
| AT (1) | AT341520B (ru) |
| AU (1) | AU510909B2 (ru) |
| BE (1) | BE821406A (ru) |
| BG (2) | BG25991A3 (ru) |
| CA (1) | CA1042005A (ru) |
| CH (2) | CH605864A5 (ru) |
| CS (1) | CS189671B2 (ru) |
| DD (1) | DD116830A5 (ru) |
| DE (1) | DE2450053A1 (ru) |
| DK (1) | DK552674A (ru) |
| ES (3) | ES431247A1 (ru) |
| FR (3) | FR2248041B1 (ru) |
| GB (1) | GB1488003A (ru) |
| HU (1) | HU171613B (ru) |
| IE (1) | IE40078B1 (ru) |
| IL (3) | IL45880A (ru) |
| NL (1) | NL7413848A (ru) |
| NZ (1) | NZ175780A (ru) |
| PH (1) | PH11022A (ru) |
| RO (2) | RO74031A (ru) |
| SE (3) | SE424324B (ru) |
| SU (3) | SU604491A3 (ru) |
| YU (1) | YU282474A (ru) |
| ZA (1) | ZA746594B (ru) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1590587A (en) * | 1977-06-28 | 1981-06-03 | Lilly Industries Ltd | Benoxaprofen |
| US4673746A (en) * | 1978-10-06 | 1987-06-16 | Hoechst-Roussel Pharmaceuticals, Inc. | 1,2-benzisoxazoloxyacetic acids and related compounds |
| US4728662A (en) * | 1977-11-21 | 1988-03-01 | Hoechst-Roussel Pharmaceuticals Inc. | 1,2-benzisoxazoloxyacetic acids and related compounds |
| NZ189705A (en) * | 1978-03-01 | 1981-07-13 | Boots Co Ltd | Benzophenone-hydrazone derivatives and pesticidal compositions intermediates |
| US4337261A (en) * | 1980-07-28 | 1982-06-29 | Hoechst-Roussel Pharmaceuticals Inc. | (1,2-Benzisoxazol)phenoxyacetic acids as diuretics |
| US4396770A (en) * | 1982-04-09 | 1983-08-02 | Hoechst-Roussel Pharmaceuticals Inc. | 1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-hydroxy-4-phenylpiperidines |
| US4894461A (en) * | 1981-04-27 | 1990-01-16 | Hoechst-Roussel Pharmaceuticals, Inc. | 3-(γ-chloropropyl)-6-fluoro-1,2-benzisoxazole |
| US4536578A (en) * | 1982-04-09 | 1985-08-20 | Hoechst-Roussel Pharmaceuticals Inc. | 1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(substituted)piperazines |
| US4609658A (en) * | 1982-04-09 | 1986-09-02 | Hoechst-Roussel Pharmaceuticals Inc. | 1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(substituted) piperazines useful for reducing blood pressure |
| US4610988A (en) * | 1982-04-09 | 1986-09-09 | Hoechst-Roussel Pharmaceuticals Inc. | 1-[3-(6-fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(substituted)piperazines useful for alleviating pain |
| US4374245A (en) * | 1982-04-09 | 1983-02-15 | Hoechst-Roussel Pharmaceuticals Inc. | 8-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one |
| US4458075A (en) * | 1982-04-09 | 1984-07-03 | Hoechst-Roussel Pharmaceuticals Inc. | 6-Fluoro-3-[3-(1-heterocyclo)propyl]-1,2-benzisoxazoles |
| US4390544A (en) * | 1982-04-09 | 1983-06-28 | Hoechst-Roussel Pharmaceuticals Inc. | {1-[3-(6-Fluoro-1,2-benzisoxazol-3-yl)propyl]-4-(2-oxo-1-benzimidazolinyl}p |
| US4420485A (en) * | 1982-09-29 | 1983-12-13 | Hoechst-Roussel Pharmaceuticals Inc. | 1'-[3-(1,2-Benzisoxazol-3-yl) proply]spiro[benzofuran-2(3H),3' or 4'-piperidines or 3'-pyrrolidines] |
| FR2540107B1 (fr) * | 1983-01-28 | 1986-10-17 | Inst Rech Chim Biolog | Nouveaux derives d'halogenobenzophenone-oxime, utilisation en therapeutique et procede de preparation |
| FI92189C (fi) * | 1986-03-17 | 1994-10-10 | Eisai Co Ltd | Menetelmä lääkeaineina käyttökelpoisen difenyylimetaanijohdannaisen valmistamiseksi |
| US4898874A (en) * | 1986-09-15 | 1990-02-06 | A. H. Robins Company, Inc. | Acetic acid derivatives of 3-aryl-2,1-benzisoxazole and esters and amides thereof |
| JPH037961U (ru) * | 1989-06-14 | 1991-01-25 | ||
| US5114960A (en) * | 1989-07-20 | 1992-05-19 | Hoffmann-La Roche Inc. | Substituted isoxazole derivatives |
| US8518980B2 (en) * | 2006-02-10 | 2013-08-27 | Summit Corporation Plc | Treatment of Duchenne muscular dystrophy |
| EP2755961A1 (en) * | 2011-09-16 | 2014-07-23 | Pfizer Inc | Solid forms of a transthyretin dissociation inhibitor |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH1093669A4 (ru) * | 1969-07-17 | 1971-02-15 | ||
| FR2093173A5 (en) * | 1970-06-04 | 1972-01-28 | Gen Mills Inc | Substituted 2-hydroxybenzophenoximes for - copper extraction |
-
1973
- 1973-10-23 GB GB49259/73A patent/GB1488003A/en not_active Expired
-
1974
- 1974-10-16 ZA ZA00746594A patent/ZA746594B/xx unknown
- 1974-10-16 US US05/515,131 patent/US3951999A/en not_active Expired - Lifetime
- 1974-10-18 IL IL45880A patent/IL45880A/xx unknown
- 1974-10-21 SE SE7413237A patent/SE424324B/xx unknown
- 1974-10-21 CH CH566077A patent/CH605864A5/xx not_active IP Right Cessation
- 1974-10-21 CH CH1404174A patent/CH595360A5/xx not_active IP Right Cessation
- 1974-10-22 RO RO7480288A patent/RO74031A/ro unknown
- 1974-10-22 DE DE19742450053 patent/DE2450053A1/de not_active Withdrawn
- 1974-10-22 SU SU742091795A patent/SU604491A3/ru active
- 1974-10-22 IE IE2167/74A patent/IE40078B1/xx unknown
- 1974-10-22 DK DK552674A patent/DK552674A/da not_active Application Discontinuation
- 1974-10-22 YU YU02824/74A patent/YU282474A/xx unknown
- 1974-10-22 ES ES431247A patent/ES431247A1/es not_active Expired
- 1974-10-22 RO RO7499777A patent/RO78465A/ro unknown
- 1974-10-22 CA CA212,030A patent/CA1042005A/en not_active Expired
- 1974-10-22 CS CS747227A patent/CS189671B2/cs unknown
- 1974-10-23 BG BG7428023A patent/BG25991A3/xx unknown
- 1974-10-23 AR AR256197A patent/AR209755A1/es active
- 1974-10-23 NL NL7413848A patent/NL7413848A/xx not_active Application Discontinuation
- 1974-10-23 NZ NZ175780A patent/NZ175780A/xx unknown
- 1974-10-23 DD DD181858A patent/DD116830A5/xx unknown
- 1974-10-23 JP JP49122354A patent/JPS5912671B2/ja not_active Expired
- 1974-10-23 FR FR7435535A patent/FR2248041B1/fr not_active Expired
- 1974-10-23 AT AT852374A patent/AT341520B/de not_active IP Right Cessation
- 1974-10-23 PH PH16443A patent/PH11022A/en unknown
- 1974-10-23 HU HU74LI00000266A patent/HU171613B/hu unknown
- 1974-10-23 BG BG7432026A patent/BG26531A4/xx unknown
- 1974-10-23 BE BE6044795A patent/BE821406A/xx not_active IP Right Cessation
-
1975
- 1975-12-29 AR AR261777A patent/AR213086A1/es active
- 1975-12-29 AR AR261776A patent/AR221321A1/es active
-
1976
- 1976-01-27 SU SU762315111A patent/SU608476A3/ru active
- 1976-01-28 SU SU762317502A patent/SU795459A3/ru active
- 1976-07-07 ES ES449655A patent/ES449655A1/es not_active Expired
- 1976-07-07 ES ES449654A patent/ES449654A1/es not_active Expired
-
1977
- 1977-03-18 FR FR7708208A patent/FR2361359A1/fr active Granted
- 1977-05-27 IL IL52179A patent/IL52179A0/xx unknown
- 1977-05-27 IL IL52180A patent/IL52180A0/xx unknown
- 1977-09-14 FR FR7727742A patent/FR2361328A1/fr active Granted
- 1977-09-14 AU AU28801/77A patent/AU510909B2/en not_active Expired
- 1977-09-21 SE SE7710599A patent/SE424325B/xx unknown
- 1977-09-21 SE SE7710600A patent/SE435713B/xx unknown
-
1981
- 1981-10-23 JP JP56169949A patent/JPS57154174A/ja active Granted
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