SU493967A3 - Способ получени 2-карбалкоксиаминобензимидазол -5(6)-фенилэфиров - Google Patents
Способ получени 2-карбалкоксиаминобензимидазол -5(6)-фенилэфировInfo
- Publication number
- SU493967A3 SU493967A3 SU1967977A SU1967977A SU493967A3 SU 493967 A3 SU493967 A3 SU 493967A3 SU 1967977 A SU1967977 A SU 1967977A SU 1967977 A SU1967977 A SU 1967977A SU 493967 A3 SU493967 A3 SU 493967A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- carbalkoxyaminobenzimidazole
- phenylethers
- obtaining
- carbon atoms
- formula
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/24—Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
- C07D235/30—Nitrogen atoms not forming part of a nitro radical
- C07D235/32—Benzimidazole-2-carbamic acids, unsubstituted or substituted; Esters thereof; Thio-analogues thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Fodder In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
и повышают температуру до 80°С. После добавлени 200 мл лед ной уксусной кислоты выдерживают реакционную смесь еще 3-4 час при 90°С, затем охлаждают и на ночь помещают в холодильник. Выпавший 5 - фенилмеркаптобензимидазол - 2 - метилкарбаминат отфильтровывают и промывают изопропанолом и водой. После перекристаллизации из диметилформамида получают 82 г чистого 5 - фенилмеркаптобензимидазол-2метилкарбамината с т. пл. 233°С. Предмет изобретени 1. Способ получени 2-карбалкоксиаминобензимидазол-5 (6)-фенилэфиров формулы I NH-COOR R,V где RI - алкил с 1-4 атомами углерода, и Кз - независимо друг от друга атом водорода, гидроксил, алкоксигруппа с 1-4 атомами углерода, галоид, трифторметил, алкил с 1-4 атомами углерода или карбалкоксигруппа с 1-4 атомами углерода, R4 - атом водорода или хлора, X - кислород или сера, отличающийс тем, что производное о-фенилендиамина формулы И R,-A. где JR2, Rs, R4 и X имеют указанные выше значени , конденсируют с цианамидкарбоксилатом формулы III NC-N-COORi(III) где Ri имеет указанное выше значение при рН от 1 до 6, с выделением целевого продукта известными приемами. 2. Способ по п. 1, отличающийс тем, что процесс провод т при температуре от 30 до 100°С.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2164690A DE2164690C3 (de) | 1971-12-27 | 1971-12-27 | Anthelmintisch wirksame 5-Phenoxy- und 5-Phenylthiobenzimidazolyl-(2)-carbamin-säuremethylester und Verfahren zu ihrer Herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU493967A3 true SU493967A3 (ru) | 1975-11-28 |
Family
ID=5829297
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1865601A SU492086A3 (ru) | 1971-12-27 | 1972-12-27 | Способ получени 2-карбалкокси-аминобензимидазол-5(6)-фенилэфиров |
| SU1967977A SU493967A3 (ru) | 1971-12-27 | 1973-11-11 | Способ получени 2-карбалкоксиаминобензимидазол -5(6)-фенилэфиров |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1865601A SU492086A3 (ru) | 1971-12-27 | 1972-12-27 | Способ получени 2-карбалкокси-аминобензимидазол-5(6)-фенилэфиров |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US3954791A (ru) |
| JP (1) | JPS5033067B2 (ru) |
| KR (1) | KR780000116B1 (ru) |
| AT (1) | AT320638B (ru) |
| AU (1) | AU465226B2 (ru) |
| BE (1) | BE793358A (ru) |
| BG (2) | BG22080A3 (ru) |
| CA (1) | CA1017750A (ru) |
| CH (2) | CH583710A5 (ru) |
| CS (2) | CS173650B2 (ru) |
| DD (2) | DD109219A5 (ru) |
| DE (1) | DE2164690C3 (ru) |
| DK (1) | DK130293B (ru) |
| EG (1) | EG11122A (ru) |
| ES (1) | ES409860A1 (ru) |
| FI (1) | FI54299C (ru) |
| FR (1) | FR2166048B1 (ru) |
| GB (1) | GB1360180A (ru) |
| HU (1) | HU165060B (ru) |
| IL (1) | IL41170A (ru) |
| IT (1) | IT1043888B (ru) |
| KE (1) | KE2613A (ru) |
| MY (1) | MY7600092A (ru) |
| NL (1) | NL153187B (ru) |
| NO (1) | NO137092C (ru) |
| PL (1) | PL85192B1 (ru) |
| RO (1) | RO71503A (ru) |
| SE (1) | SE395890B (ru) |
| SU (2) | SU492086A3 (ru) |
| ZA (1) | ZA729076B (ru) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3965113A (en) * | 1972-12-29 | 1976-06-22 | Syntex (U.S.A.) Inc. | 5(6)-Benzene ring substituted benzimidazole-2-carbamate derivatives having anthelmintic activity |
| HU169503B (ru) * | 1974-02-05 | 1976-12-28 | ||
| RO64921A (fr) * | 1974-05-28 | 1979-07-15 | Syntex Inc | Procede pour la preparation des derives des benzimidazole-2-carbamates |
| DE2432631A1 (de) * | 1974-07-06 | 1976-01-22 | Hoechst Ag | 5-phenylsulfinyl-2-benzimidazol-carbaminsaeureester und verfahren zu ihrer herstellung |
| DE2441201C2 (de) * | 1974-08-28 | 1986-08-07 | Hoechst Ag, 6230 Frankfurt | Anthelminthisch wirksame 2-Carbalkoxyamino-5(6)-phenyl-sulfonyloxy-benzimidazole und Verfahren zu ihrer Herstellung |
| DE2441202C2 (de) * | 1974-08-28 | 1986-05-28 | Hoechst Ag, 6230 Frankfurt | 2-Carbalkoxyamino-benzimidazolyl-5(6)-sulfonsäure-phenylester, Verfahren zu ihrer Herstellung und diese enthaltende anthelmintische Mittel |
| US4076825A (en) * | 1977-06-22 | 1978-02-28 | E. R. Squibb & Sons, Inc. | Method of treating helminthiasis by parenteral or topical administration of sulfoxide derivatives of benzimidazoles |
| US4076827A (en) * | 1977-04-28 | 1978-02-28 | E. R. Squibb & Sons, Inc. | Method of treating helminthiasis by parenteral administration of sulfoxide derivatives of benzimidazoles |
| US4076828A (en) * | 1977-02-17 | 1978-02-28 | E. R. Squibb & Sons, Inc. | Method of treating helminthiasis by parenteral administration of sulfoxide derivatives of benzimidazoles |
| IT1076022B (it) * | 1977-04-20 | 1985-04-22 | Montedison Spa | Benzimidazolcarbammati antielmintici |
| SE443977B (sv) * | 1977-05-10 | 1986-03-17 | Chinoin Gyogyszer Es Vegyeszet | Forfarande for framstellning av 5(6)-tio-bensimidazolderivat |
| US4136174A (en) * | 1978-01-18 | 1979-01-23 | E. R. Squibb & Sons, Inc. | Benzimidazolecarbamates and method |
| US4156006A (en) * | 1978-01-09 | 1979-05-22 | E. R. Squibb & Sons, Inc. | Vinyl sulfide derivatives of benzimidazoles |
| US4154846A (en) * | 1978-06-16 | 1979-05-15 | E. R. Squibb & Sons, Inc. | Substituted thio-, sulfinyl-, and sulfonyl-alkyl benzimidazole carbamates |
| EP0028455A1 (en) * | 1979-10-12 | 1981-05-13 | Imperial Chemical Industries Plc | 5-Phenylselenobenzimidazole derivatives, their preparation and anthelmintic or fasciolicidal compositions containing them |
| US4299837A (en) | 1979-12-05 | 1981-11-10 | Montedison S.P.A. | Anthelmintic benzimidazole-carbamates |
| US4662935A (en) * | 1980-01-14 | 1987-05-05 | Rohm And Haas Company | Herbicidal 4-trifluoromethyl-4-nitrodiphenyl ethers |
| DE3260986D1 (en) * | 1981-03-18 | 1984-11-22 | Ciba Geigy Ag | Anthelmintics |
| ZA837829B (en) * | 1982-10-28 | 1984-08-29 | Ici Plc | Indole derivatives |
| NZ232785A (en) * | 1989-03-15 | 1991-03-26 | Janssen Pharmaceutica Nv | 5-(1,2 benzisoxazol-, benzimidazol and benzisothiazol-3- yl)-1h-benzimadazol-2-yl carbamic acid ester derivatives preparatory processes, intermediates and anthelmintic compositions |
| WO1990010630A1 (en) * | 1989-03-15 | 1990-09-20 | Janssen Pharmaceutica N.V. | [5(6)-(benzisoxa-, benzisothia- or indazol-3-yl)-1h-benzimidazol-2-yl] carbamates |
| US5538989A (en) | 1993-11-10 | 1996-07-23 | Hoechst-Roussel Agri-Vet Company | Fenbendazole formulations |
| US5861142A (en) * | 1996-03-25 | 1999-01-19 | Schick; Mary Pichler | Method for promoting hair, nail, and skin keratinization |
| GB9900752D0 (en) | 1999-01-15 | 1999-03-03 | Angiogene Pharm Ltd | Benzimidazole vascular damaging agents |
| US7396819B2 (en) | 2003-08-08 | 2008-07-08 | Virbac Corporation | Anthelmintic formulations |
| US7582612B2 (en) * | 2004-03-12 | 2009-09-01 | Hartz Mountain Corporation | Multi-action anthelmintic formulations |
| WO2007014846A1 (en) * | 2005-07-28 | 2007-02-08 | Intervet International B.V. | Novel benzimidazole (thio) carbamates with antiparasitic activity and the synthesis thereof |
| CN102283698B (zh) * | 2006-06-12 | 2016-02-24 | 史密夫和内修有限公司 | 用于进行胫骨切除的引导装置 |
| KR101403135B1 (ko) | 2006-06-14 | 2014-06-19 | 인터벳 인터내셔널 비.브이. | 벤지미다졸 카르바메이트 및 폴리솔베이트를 포함하는 현탁물 |
| US11028055B2 (en) | 2015-11-30 | 2021-06-08 | Children's Medical Center Corporation | Compounds for treating proliferative diseases |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK131821C (da) * | 1967-03-22 | 1976-03-08 | Smith Kline French Lab | Analogifremgangsmade til fremstilling af en 2-karbalkoksyaminobenzimidazol |
| US3480642A (en) * | 1967-03-22 | 1969-11-25 | Smithkline Corp | Process for producing 2-carbalkoxyaminobenzimidazoles |
| FR2063815A5 (en) * | 1969-10-31 | 1971-07-09 | Aries Robert | Antifungal and anthelmintic benzimidazole carbamates |
-
0
- BE BE793358D patent/BE793358A/xx not_active IP Right Cessation
-
1971
- 1971-12-27 DE DE2164690A patent/DE2164690C3/de not_active Expired
-
1972
- 1972-12-19 RO RO7273205A patent/RO71503A/ro unknown
- 1972-12-20 ES ES409860A patent/ES409860A1/es not_active Expired
- 1972-12-20 CH CH827476A patent/CH583710A5/xx not_active IP Right Cessation
- 1972-12-20 CH CH1856672A patent/CH580080A5/xx not_active IP Right Cessation
- 1972-12-20 CS CS5893A patent/CS173650B2/cs unknown
- 1972-12-20 CS CS8805A patent/CS173615B2/cs unknown
- 1972-12-20 HU HUHO1535A patent/HU165060B/hu unknown
- 1972-12-21 DD DD167796A patent/DD109219A5/xx unknown
- 1972-12-21 DD DD178527*A patent/DD110760A5/xx unknown
- 1972-12-21 FI FI3637/72A patent/FI54299C/fi active
- 1972-12-22 CA CA159,777A patent/CA1017750A/en not_active Expired
- 1972-12-22 NL NL727217532A patent/NL153187B/xx not_active IP Right Cessation
- 1972-12-22 AU AU50486/72A patent/AU465226B2/en not_active Expired
- 1972-12-22 IT IT33528/72A patent/IT1043888B/it active Protection Beyond IP Right Term
- 1972-12-22 NO NO4753/72A patent/NO137092C/no unknown
- 1972-12-22 DK DK642872AA patent/DK130293B/da unknown
- 1972-12-22 AT AT1099672A patent/AT320638B/de not_active IP Right Cessation
- 1972-12-23 BG BG22217A patent/BG22080A3/xx unknown
- 1972-12-23 BG BG25960A patent/BG20591A3/xx unknown
- 1972-12-23 PL PL1972159809A patent/PL85192B1/pl unknown
- 1972-12-25 IL IL41170A patent/IL41170A/en unknown
- 1972-12-26 US US05/318,271 patent/US3954791A/en not_active Expired - Lifetime
- 1972-12-26 KR KR7201961A patent/KR780000116B1/ko active
- 1972-12-26 EG EG541/72A patent/EG11122A/xx active
- 1972-12-27 SE SE7216998A patent/SE395890B/xx unknown
- 1972-12-27 GB GB5966672A patent/GB1360180A/en not_active Expired
- 1972-12-27 SU SU1865601A patent/SU492086A3/ru active
- 1972-12-27 ZA ZA729076A patent/ZA729076B/xx unknown
- 1972-12-27 FR FR7246316A patent/FR2166048B1/fr not_active Expired
- 1972-12-27 JP JP734324A patent/JPS5033067B2/ja not_active Expired
-
1973
- 1973-11-11 SU SU1967977A patent/SU493967A3/ru active
-
1976
- 1976-03-22 KE KE2613*UA patent/KE2613A/xx unknown
- 1976-12-30 MY MY92/76A patent/MY7600092A/xx unknown
Also Published As
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