SU919593A3 - Способ получени карбонилзамещенных 1-сульфонилбензимидазолов - Google Patents
Способ получени карбонилзамещенных 1-сульфонилбензимидазолов Download PDFInfo
- Publication number
- SU919593A3 SU919593A3 SU782676704A SU2676704A SU919593A3 SU 919593 A3 SU919593 A3 SU 919593A3 SU 782676704 A SU782676704 A SU 782676704A SU 2676704 A SU2676704 A SU 2676704A SU 919593 A3 SU919593 A3 SU 919593A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- substituted
- sulfonybenzimidazoles
- producing carbonyl
- mmol
- benzimidazole
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
- C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D257/04—Five-membered rings
-
- 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
- A61P31/12—Antivirals
-
- 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
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Oncology (AREA)
- Pulmonology (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
пропионового ангидрида получают Зб7 мг целевого продукта, м/е . Т.пл. П5-119°С.
Пример 5. 1-Диметиламиносульфонил-2-амино-5 (6)(альфа-бутирилоксииминобензил )бензимидазол.
Аналогично описанному е примере 1, с применением 359 мг (1 ммоль) 1-диметиламиносульфонил-2-амино-5 (6)- (альфа-оксииминобензил)-бензимидазола , , мл диметилформамида, 5 мг метилата натри и 158 мг (1/5 ммоль) масл ного ангидрида получают мг 1-диметиламиносульфонил-2-амино-5(6)- (альфа-бутирилоксииминобензил)бензимидазола .
Найдено, %: С 5+,05; Н 5,21; N17,13.
(
Вычислено, %: С 55,93; Н 5,0;
N 16,31.
Пример 6. 1-ДиметиламииосульОонил-2-амино-5 (6)-- (альфа-беизоилоксииминобензил )-бензимидазол.
Аналогично описанному в примере 1, но с применением 539 мг (1,5 ммоль) 1-диметиламиносульфонил-2-амино 5 (6)-(альфа-оксииминобензил)-бензимидазола , 6,6 мл диметилформамида, 81 мг (15 ммоль) метилата натри и 339 ( ммоль) бензойного ангидрида получают бОО мг целевого продукта, м/е . Т.пл. 192-195°С.
Пример 7. 1-Диметиламино&ульфонил-2-амино-5 (6)- (альфа-метокси карбони1й)ксииминобензил)бензимидазол.
К раствору 359 мг (1 ммоль) 1-диметиламиносульфонил-2-амино-5 (6)- (альфа-оксииминобензил)бензимйдазола в мл диметилформамида прибавл ют 63 мг (1,2 ммоль) метилата натри и затем к полученной смеси прибавл ют раствор 100 мг (1,1 ммоль) хлорангидрида метоксикарбоновой кислоты в 0,5 мл диметилформамида. Реакционную массу перемешивают в течение 5 мин, прибавл ют 40 мл буферного раствора (рН ) и снова перемешивают в течение 5 мин. Осадок фильтруют, промывают водой и сушат. Выход 290 мг, м/е . Т.пл. 95-103°С.
Claims (1)
1. Ворожцов Н.Н. Основы синтеза промежуточных продуктов и красителей. М., ГХИ, 1955, с. 528.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60841575A | 1975-08-28 | 1975-08-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU919593A3 true SU919593A3 (ru) | 1982-04-07 |
Family
ID=24436401
Family Applications (9)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762390305A SU691089A3 (ru) | 1975-08-28 | 1976-08-26 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772524545A SU730300A3 (ru) | 1975-08-28 | 1977-09-27 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772525453A SU685151A3 (ru) | 1975-08-28 | 1977-09-28 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772527447A SU679140A3 (ru) | 1975-08-28 | 1977-09-29 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772526201A SU884570A3 (ru) | 1975-08-28 | 1977-09-29 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU782647712A SU730301A3 (ru) | 1975-08-28 | 1978-08-16 | Способ получени замещенных 1-сульфонилбензимидазолов |
| SU782654600A SU727142A3 (ru) | 1975-08-28 | 1978-08-31 | Способ получени замещенных 1-сульфонилбензимидазолов |
| SU782676704A SU919593A3 (ru) | 1975-08-28 | 1978-10-23 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU782676705A SU784767A3 (ru) | 1975-08-28 | 1978-10-24 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
Family Applications Before (7)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762390305A SU691089A3 (ru) | 1975-08-28 | 1976-08-26 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772524545A SU730300A3 (ru) | 1975-08-28 | 1977-09-27 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772525453A SU685151A3 (ru) | 1975-08-28 | 1977-09-28 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772527447A SU679140A3 (ru) | 1975-08-28 | 1977-09-29 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU772526201A SU884570A3 (ru) | 1975-08-28 | 1977-09-29 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
| SU782647712A SU730301A3 (ru) | 1975-08-28 | 1978-08-16 | Способ получени замещенных 1-сульфонилбензимидазолов |
| SU782654600A SU727142A3 (ru) | 1975-08-28 | 1978-08-31 | Способ получени замещенных 1-сульфонилбензимидазолов |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU782676705A SU784767A3 (ru) | 1975-08-28 | 1978-10-24 | Способ получени карбонилзамещенных 1-сульфонилбензимидазолов |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US4118742A (ru) |
| JP (4) | JPS5633392B2 (ru) |
| AR (4) | AR219284A1 (ru) |
| AT (1) | AT360005B (ru) |
| AU (1) | AU502756B2 (ru) |
| BE (1) | BE845641A (ru) |
| BG (1) | BG27548A3 (ru) |
| CA (1) | CA1064501A (ru) |
| CH (8) | CH626612A5 (ru) |
| DD (1) | DD126518A5 (ru) |
| DE (1) | DE2638551A1 (ru) |
| DK (1) | DK154764C (ru) |
| ES (5) | ES451018A1 (ru) |
| FR (1) | FR2321883A1 (ru) |
| GB (1) | GB1562812A (ru) |
| GR (1) | GR61627B (ru) |
| HU (1) | HU173988B (ru) |
| IE (1) | IE43531B1 (ru) |
| IL (1) | IL50292A (ru) |
| MX (1) | MX3654E (ru) |
| NL (1) | NL7609414A (ru) |
| NZ (1) | NZ181789A (ru) |
| PL (4) | PL106947B1 (ru) |
| PT (1) | PT65486B (ru) |
| RO (5) | RO78123A (ru) |
| SU (9) | SU691089A3 (ru) |
| YU (2) | YU203476A (ru) |
| ZA (1) | ZA765142B (ru) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4191832A (en) * | 1979-03-12 | 1980-03-04 | Eli Lilly And Company | Separation of syn and anti oximes of 1-sulfonyl-2-aminobenzimidazoles |
| CA1178889A (en) * | 1980-08-28 | 1984-12-04 | Kenneth S. Su | Intranasal formulation |
| FR2521141A1 (fr) * | 1982-02-09 | 1983-08-12 | Rhone Poulenc Agrochimie | Nouveaux derives du cyano-2 benzimidazole, leur preparation et leur utilisation comme fongicides |
| US4434288A (en) * | 1982-04-08 | 1984-02-28 | Eli Lilly And Company | Preparation of substituted 1-thiazinyl or 1-thiazolyl-2-aminobenzimidazoles |
| US4420479A (en) * | 1982-04-08 | 1983-12-13 | Eli Lilly And Company | Olefinic benzimidazoles, formulations, and antiviral methods |
| US4463181A (en) * | 1982-04-08 | 1984-07-31 | Eli Lilly And Company | Process for removing sulfonyl groups from benzimidazole isomers |
| IL68297A (en) * | 1982-04-08 | 1986-09-30 | Lilly Co Eli | Process for removing 1-sulfonyl groups from 2-amino-5(6)-substituted benzimidazoles |
| US4645861A (en) * | 1982-05-03 | 1987-02-24 | Eli Lilly And Company | 3-sulfonylamino-4-amino phenyl acyl derivatives |
| US4483986A (en) * | 1982-05-03 | 1984-11-20 | Eli Lilly And Company | 4-Nitrobenzophenone compounds |
| US4629811A (en) * | 1982-05-03 | 1986-12-16 | Eli Lilly And Company | 3-sulfonylamino-4-aminobenzophenone derivatives |
| US4492708A (en) * | 1982-09-27 | 1985-01-08 | Eli Lilly And Company | Antiviral benzimidazoles |
| US4501921A (en) * | 1982-11-18 | 1985-02-26 | Eli Lilly And Company | Synthesis of alkylidene intermediates |
| US4435418A (en) * | 1982-12-13 | 1984-03-06 | Smithkline Beckman Corporation | 5-Phenylethenylbenzimidazoles |
| JPS62196293U (ru) * | 1986-06-03 | 1987-12-14 | ||
| CA1339133C (en) * | 1987-03-13 | 1997-07-29 | Rikuo Nasu | Imidazole compounds and biocidal composition comprising the same for controlling harmful organisms |
| JPS6410894A (en) * | 1987-06-30 | 1989-01-13 | Nitto Koji Kk | Burying propulsion correcting method and device for propulsive pipe for burying hume pipe |
| US5545653A (en) * | 1995-06-07 | 1996-08-13 | Eli Lilly And Company | Anti-viral compounds |
| CA2293508A1 (en) * | 1997-06-04 | 1998-12-10 | Louis Nickolaus Jungheim | Anti-viral compounds |
| US6358971B1 (en) | 1998-05-20 | 2002-03-19 | Eli Lilly And Company | Anti-viral compounds |
| US7470723B2 (en) * | 2003-03-05 | 2008-12-30 | Celgene Corporation | Diphenylethylene compounds and uses thereof |
| US8287843B2 (en) * | 2003-06-23 | 2012-10-16 | Colgate-Palmolive Company | Antiplaque oral care compositions |
| SG144809A1 (en) * | 2007-01-11 | 2008-08-28 | Millipore U K Ltd | Benzimidazole compounds and their use as chromatographic ligands |
| TWI811428B (zh) | 2018-08-21 | 2023-08-11 | 日商杏林製藥股份有限公司 | 雙環雜芳香環衍生物 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1170737A (en) * | 1964-05-27 | 1969-11-12 | Fisons Pest Control Ltd | Substituted Benzimadazoles and their use as Acaricides |
| US3682952A (en) * | 1964-08-04 | 1972-08-08 | Smith Kline French Lab | 5(6)-n-butyl-2-carbomethoxy-benzimidazole |
| DE2034643A1 (de) * | 1970-03-06 | 1971-09-16 | Deutsche Akademie der Wissenschaften zu Berlin, χ 1199 Berlin | Verfahren zur Herstellung von virustatisch wirksamen p-N-Methylnitrosaminophenyl-Verbindungen |
| BE795098A (fr) * | 1972-02-09 | 1973-08-07 | Bayer Ag | Nouveaux 1-aminosulfonyl-2-amino-benzimidazoles, leur procede de preparation et leur application comme fongicides |
| BE795099A (fr) * | 1972-02-09 | 1973-08-07 | Bayer Ag | Nouvelles 1-acyl-3-aminosulfonyl-2-imino-benzimidazolines, leur procede de preparation et leur application comme fongicides |
-
1976
- 1976-08-17 MX MX763667U patent/MX3654E/es unknown
- 1976-08-17 PT PT65486A patent/PT65486B/pt unknown
- 1976-08-17 NZ NZ181789A patent/NZ181789A/xx unknown
- 1976-08-17 GR GR51488A patent/GR61627B/el unknown
- 1976-08-18 IL IL50292A patent/IL50292A/xx unknown
- 1976-08-18 HU HU76EI694A patent/HU173988B/hu unknown
- 1976-08-19 AU AU16982/76A patent/AU502756B2/en not_active Expired
- 1976-08-19 CA CA259,487A patent/CA1064501A/en not_active Expired
- 1976-08-19 AR AR264377A patent/AR219284A1/es active
- 1976-08-19 YU YU02034/76A patent/YU203476A/xx unknown
- 1976-08-24 NL NL7609414A patent/NL7609414A/xx not_active Application Discontinuation
- 1976-08-24 GB GB35153/76A patent/GB1562812A/en not_active Expired
- 1976-08-24 IE IE1884/76A patent/IE43531B1/en not_active IP Right Cessation
- 1976-08-25 RO RO7698735A patent/RO78123A/ro unknown
- 1976-08-25 RO RO7698737A patent/RO78125A/ro unknown
- 1976-08-25 RO RO7698734A patent/RO78122A/ro unknown
- 1976-08-25 JP JP10219076A patent/JPS5633392B2/ja not_active Expired
- 1976-08-25 RO RO7687359A patent/RO72313A/ro unknown
- 1976-08-25 RO RO7698736A patent/RO78124A/ro unknown
- 1976-08-26 PL PL1976192018A patent/PL106947B1/pl unknown
- 1976-08-26 SU SU762390305A patent/SU691089A3/ru active
- 1976-08-26 PL PL1976218028A patent/PL112910B1/pl unknown
- 1976-08-26 ES ES451018A patent/ES451018A1/es not_active Expired
- 1976-08-26 BG BG034083A patent/BG27548A3/xx unknown
- 1976-08-26 DE DE19762638551 patent/DE2638551A1/de active Granted
- 1976-08-26 PL PL1976209626A patent/PL115117B1/pl unknown
- 1976-08-26 PL PL1976209627A patent/PL110145B1/pl unknown
- 1976-08-26 DK DK386076A patent/DK154764C/da not_active IP Right Cessation
- 1976-08-26 CH CH1085476A patent/CH626612A5/de not_active IP Right Cessation
- 1976-08-26 AT AT636376A patent/AT360005B/de not_active IP Right Cessation
- 1976-08-27 ZA ZA00765142A patent/ZA765142B/xx unknown
- 1976-08-27 DD DD194505A patent/DD126518A5/xx unknown
- 1976-08-27 FR FR7626026A patent/FR2321883A1/fr active Granted
- 1976-08-27 BE BE1007586A patent/BE845641A/xx not_active IP Right Cessation
- 1976-12-15 US US05/750,991 patent/US4118742A/en not_active Expired - Lifetime
-
1977
- 1977-02-14 YU YU00390/77A patent/YU39077A/xx unknown
- 1977-08-16 ES ES461642A patent/ES461642A1/es not_active Expired
- 1977-08-16 ES ES461641A patent/ES461641A1/es not_active Expired
- 1977-08-16 AR AR268810A patent/AR221037A1/es active
- 1977-08-16 ES ES461643A patent/ES461643A1/es not_active Expired
- 1977-08-16 ES ES461644A patent/ES461644A1/es not_active Expired
- 1977-09-27 SU SU772524545A patent/SU730300A3/ru active
- 1977-09-28 SU SU772525453A patent/SU685151A3/ru active
- 1977-09-29 SU SU772527447A patent/SU679140A3/ru active
- 1977-09-29 SU SU772526201A patent/SU884570A3/ru active
-
1978
- 1978-06-15 AR AR272626A patent/AR220344A1/es active
- 1978-06-15 AR AR272625A patent/AR221701A1/es active
- 1978-08-16 SU SU782647712A patent/SU730301A3/ru active
- 1978-08-31 SU SU782654600A patent/SU727142A3/ru active
- 1978-10-23 SU SU782676704A patent/SU919593A3/ru active
- 1978-10-24 SU SU782676705A patent/SU784767A3/ru active
-
1980
- 1980-06-30 CH CH502780A patent/CH627748A5/de not_active IP Right Cessation
- 1980-06-30 CH CH502980A patent/CH628035A5/de not_active IP Right Cessation
- 1980-06-30 CH CH502880A patent/CH627455A5/de not_active IP Right Cessation
- 1980-06-30 CH CH503080A patent/CH627753A5/de not_active IP Right Cessation
- 1980-07-03 CH CH513781A patent/CH630917A5/de not_active IP Right Cessation
- 1980-07-03 CH CH513681A patent/CH630376A5/de not_active IP Right Cessation
- 1980-11-26 JP JP55167905A patent/JPS57112389A/ja active Pending
- 1980-11-26 JP JP55167906A patent/JPS5823876B2/ja not_active Expired
- 1980-11-26 JP JP55167907A patent/JPS591712B2/ja not_active Expired
-
1981
- 1981-08-10 CH CH513881A patent/CH631447A5/de not_active IP Right Cessation
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