SU508176A3 - Способ получени аминопроизводных бензофенона - Google Patents
Способ получени аминопроизводных бензофенонаInfo
- Publication number
- SU508176A3 SU508176A3 SU1920009A SU1920009A SU508176A3 SU 508176 A3 SU508176 A3 SU 508176A3 SU 1920009 A SU1920009 A SU 1920009A SU 1920009 A SU1920009 A SU 1920009A SU 508176 A3 SU508176 A3 SU 508176A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- benzophenone
- hydrochloride
- amino derivatives
- integers
- formulas
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 239000012965 benzophenone Substances 0.000 title claims description 5
- 150000001412 amines Chemical class 0.000 title claims 3
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 3
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 229920006395 saturated elastomer Chemical group 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- -1 iodine amine Chemical class 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000000706 filtrate Substances 0.000 description 6
- 235000011181 potassium carbonates Nutrition 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229910000027 potassium carbonate Inorganic materials 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 229940086542 triethylamine Drugs 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 4
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 235000019439 ethyl acetate Nutrition 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- VMJNTFXCTXAXTC-UHFFFAOYSA-N 2,2-difluoro-1,3-benzodioxole-5-carbonitrile Chemical group C1=C(C#N)C=C2OC(F)(F)OC2=C1 VMJNTFXCTXAXTC-UHFFFAOYSA-N 0.000 description 1
- AWBIJARKDOFDAN-UHFFFAOYSA-N 2,5-dimethyl-1,4-dioxane Chemical compound CC1COC(C)CO1 AWBIJARKDOFDAN-UHFFFAOYSA-N 0.000 description 1
- YUOMYYHJZHVWDF-UHFFFAOYSA-N 3-aminobutanenitrile;hydrochloride Chemical compound Cl.CC(N)CC#N YUOMYYHJZHVWDF-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- JVACYSNZENZUGU-UHFFFAOYSA-N CCCl(CC)CC Chemical compound CCCl(CC)CC JVACYSNZENZUGU-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- CWLFADCKWDAWOF-UHFFFAOYSA-N Cl.ClC1=C(C(=O)C2=CC=CC=C2)C=CC=C1 Chemical compound Cl.ClC1=C(C(=O)C2=CC=CC=C2)C=CC=C1 CWLFADCKWDAWOF-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- QXKAIJAYHKCRRA-BXXZVTAOSA-N D-ribonic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)C(O)=O QXKAIJAYHKCRRA-BXXZVTAOSA-N 0.000 description 1
- SKZKKFZAGNVIMN-UHFFFAOYSA-N Salicilamide Chemical compound NC(=O)C1=CC=CC=C1O SKZKKFZAGNVIMN-UHFFFAOYSA-N 0.000 description 1
- GKHOLUJNLGYFHA-UHFFFAOYSA-N [Na].CC(C)=O Chemical compound [Na].CC(C)=O GKHOLUJNLGYFHA-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 229940047583 cetamide Drugs 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- LBAQSKZHMLAFHH-UHFFFAOYSA-N ethoxyethane;hydron;chloride Chemical compound Cl.CCOCC LBAQSKZHMLAFHH-UHFFFAOYSA-N 0.000 description 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000001475 halogen functional group Chemical group 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 229910000039 hydrogen halide Inorganic materials 0.000 description 1
- 239000012433 hydrogen halide Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000009958 sewing Methods 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| LU65340 | 1972-05-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU508176A3 true SU508176A3 (ru) | 1976-03-25 |
Family
ID=19727041
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1920007A SU517252A3 (ru) | 1972-05-12 | 1973-05-11 | Способ получени аминопроизводных бензофенона |
| SU1920008A SU467517A3 (ru) | 1972-05-12 | 1973-05-11 | Способ получени аминопроизводных бензофенона |
| SU1920009A SU508176A3 (ru) | 1972-05-12 | 1973-05-11 | Способ получени аминопроизводных бензофенона |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1920007A SU517252A3 (ru) | 1972-05-12 | 1973-05-11 | Способ получени аминопроизводных бензофенона |
| SU1920008A SU467517A3 (ru) | 1972-05-12 | 1973-05-11 | Способ получени аминопроизводных бензофенона |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US3888899A (OSRAM) |
| JP (1) | JPS4948644A (OSRAM) |
| AR (3) | AR196348A1 (OSRAM) |
| AT (3) | AT324310B (OSRAM) |
| AU (1) | AU475851B2 (OSRAM) |
| BE (1) | BE799222A (OSRAM) |
| CA (1) | CA1010891A (OSRAM) |
| CH (3) | CH573398A5 (OSRAM) |
| CS (3) | CS176235B2 (OSRAM) |
| DD (1) | DD107439A5 (OSRAM) |
| DE (1) | DE2322779A1 (OSRAM) |
| ES (3) | ES414706A1 (OSRAM) |
| FR (1) | FR2184739B1 (OSRAM) |
| GB (1) | GB1377312A (OSRAM) |
| HU (1) | HU167099B (OSRAM) |
| IE (1) | IE37616B1 (OSRAM) |
| IL (1) | IL42189A (OSRAM) |
| LU (1) | LU65340A1 (OSRAM) |
| NL (1) | NL7305968A (OSRAM) |
| PH (1) | PH9698A (OSRAM) |
| RO (3) | RO63440A (OSRAM) |
| SU (3) | SU517252A3 (OSRAM) |
| ZA (1) | ZA733221B (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2356239A1 (de) * | 1973-11-10 | 1975-05-15 | Cassella Farbwerke Mainkur Ag | Benzophenon-derivate und verfahren zu ihrer herstellung |
| US4025551A (en) * | 1974-02-14 | 1977-05-24 | G. D. Searle & Co. | 3-Amino-N-substituted succinamic acids |
| FR2436776A1 (fr) * | 1978-09-25 | 1980-04-18 | Fabre Sa Pierre | Nouveaux derives d'ortho chloro benzoyl-2 chloro-4 glycylanilide, leur preparation et leur application en tant que medicaments |
| JPS55171444U (OSRAM) * | 1979-05-21 | 1980-12-09 | ||
| FR2459793A1 (fr) * | 1979-06-25 | 1981-01-16 | Fabre Sa Pierre | Nouveaux derives de benzoyl-2 nitro-4 anilides, leur preparation et leur application en tant que medicaments |
| US4891058A (en) * | 1988-07-18 | 1990-01-02 | Ici Americas Inc. | 1-alkyl-3-aryl imidazolidine-2,4-diones and herbicidal use |
| US4944796A (en) * | 1988-11-14 | 1990-07-31 | Ici Americas Inc. | Certain 2-(disubstituted amino) acetanilide herbicides |
| US5298033A (en) * | 1989-03-14 | 1994-03-29 | Ciba-Geigy Corporation | Ultraviolet absorbing lenses and methods of manufacturing thereof |
| JP2566855B2 (ja) * | 1991-07-08 | 1996-12-25 | 月島食品工業株式会社 | 油脂組成物 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL221898A (OSRAM) * | 1956-10-25 | |||
| US3455985A (en) * | 1961-06-16 | 1969-07-15 | Hoffmann La Roche | 2-(alpha-amino-lower alkanoyl amino)benzophenones |
| US3914215A (en) * | 1967-11-27 | 1975-10-21 | Sankyo Co | Benzodiazepine derivatives and process for preparing the same |
-
1972
- 1972-05-12 LU LU65340A patent/LU65340A1/xx unknown
-
1973
- 1973-04-27 NL NL7305968A patent/NL7305968A/xx not_active Application Discontinuation
- 1973-05-03 IL IL42189A patent/IL42189A/en unknown
- 1973-05-04 GB GB2129573A patent/GB1377312A/en not_active Expired
- 1973-05-05 DE DE2322779A patent/DE2322779A1/de active Pending
- 1973-05-07 BE BE130856A patent/BE799222A/xx unknown
- 1973-05-08 IE IE728/73A patent/IE37616B1/xx unknown
- 1973-05-08 US US358455A patent/US3888899A/en not_active Expired - Lifetime
- 1973-05-09 RO RO7300074726A patent/RO63440A/ro unknown
- 1973-05-09 RO RO7300077146A patent/RO63455A/ro unknown
- 1973-05-09 CA CA170,800A patent/CA1010891A/en not_active Expired
- 1973-05-09 RO RO7300077145A patent/RO63686A/ro unknown
- 1973-05-10 DD DD170763A patent/DD107439A5/xx unknown
- 1973-05-10 PH PH14602*UA patent/PH9698A/en unknown
- 1973-05-10 JP JP48051239A patent/JPS4948644A/ja active Pending
- 1973-05-11 CS CS3390A patent/CS176235B2/cs unknown
- 1973-05-11 SU SU1920007A patent/SU517252A3/ru active
- 1973-05-11 AT AT415873A patent/AT324310B/de not_active IP Right Cessation
- 1973-05-11 AR AR247999A patent/AR196348A1/es active
- 1973-05-11 AU AU55572/73A patent/AU475851B2/en not_active Expired
- 1973-05-11 CH CH673673A patent/CH573398A5/xx not_active IP Right Cessation
- 1973-05-11 CH CH673573A patent/CH573397A5/xx not_active IP Right Cessation
- 1973-05-11 FR FR7317146A patent/FR2184739B1/fr not_active Expired
- 1973-05-11 HU HUCA345A patent/HU167099B/hu unknown
- 1973-05-11 SU SU1920008A patent/SU467517A3/ru active
- 1973-05-11 SU SU1920009A patent/SU508176A3/ru active
- 1973-05-11 CS CS3389A patent/CS176234B2/cs unknown
- 1973-05-11 ZA ZA733221A patent/ZA733221B/xx unknown
- 1973-05-11 CS CS3388A patent/CS176233B2/cs unknown
- 1973-05-11 AT AT415773A patent/AT324309B/de not_active IP Right Cessation
- 1973-05-11 AR AR247998A patent/AR196347A1/es active
- 1973-05-11 CH CH673773A patent/CH590215A5/xx not_active IP Right Cessation
- 1973-05-11 AR AR247997A patent/AR196346A1/es active
- 1973-05-11 AT AT415973A patent/AT324311B/de not_active IP Right Cessation
- 1973-05-12 ES ES414706A patent/ES414706A1/es not_active Expired
- 1973-05-12 ES ES414707A patent/ES414707A1/es not_active Expired
- 1973-05-12 ES ES414708A patent/ES414708A1/es not_active Expired
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