GB1375157A - - Google Patents
Info
- Publication number
- GB1375157A GB1375157A GB3809473A GB3809473A GB1375157A GB 1375157 A GB1375157 A GB 1375157A GB 3809473 A GB3809473 A GB 3809473A GB 3809473 A GB3809473 A GB 3809473A GB 1375157 A GB1375157 A GB 1375157A
- Authority
- GB
- United Kingdom
- Prior art keywords
- imidazo
- nitro
- pyridine
- chloro
- alkylsulphonyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/10—Radicals substituted by halogen atoms or nitro radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
1375157 Amino benzimidazoles and imidazo- (4,5-b)pyridines ELI LILLY & CO 23 Dec 1971 [28 Dec 1970] 38094/73 Divided out of 1374800 Heading C2C A process for preparing benzimidazole and imidazo-(4,5-b)pyridines of the general formulµ involves treating an ether of general formula with ammonia, a primary or secondary amine, wherein R<SP>1</SP> is H, Cl, F, C 1-6 perfluoroalkyl or a radical -(CHZ) n CH 2 Z in which Z is H or halogen and n is 0 or 1; each R<SP>3</SP> is halogen; each R<SP>4</SP> is nitro, CF 3 , CF 2 Cl or CF 2 H; R<SP>5</SP> is cyano or C 1-4 alkylsulphonyl; m = 0 or an integer 1-3, n= 0, 1 or 2 and r=0 0 or 1, the sum of m, n and r being 0 to 3; R<SP>6</SP> is halogen, nitro, CF 3 , CF 2 , Cl, CF 2 H or C 1-4 alkylsulphonyl, providing not more than one R<SP>6</SP> is nitro, CF 3 , CF 2 Cl, CF 2 H or alkylsulphonyl and R<SP>2</SP> is C 1-8 alkyl, C 2-8 alkenyl, C 5-6 cycloalkyl, benzyl, phenethyl or tetrahydro- 2-pyranyl and Y is the residue of ammonia, a primary or secondary amine. In the examples 1 - methoxy - 6 - chloro - 2(trifluoromethyl) - 1H- imidazo-(4,5-b)pyridine is treated with ammonium hydroxide to give 5-amino-6-chloro-2- (trifluoromethyl)-1H-imidazo-(4,5-b)pyridine. 1 - Hydrozy - 6 - chloro - 2 - (trifluoromethyl)- 1H-imidazo-(4,5-b)pyridine is prepared by reductive cyclization of 5-chloro-3-nitro-2-(trifluoroacetamido)pyridine. Reference has been directed by the Comptroller to Specification 1,307,489.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10226670A | 1970-12-28 | 1970-12-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1375157A true GB1375157A (en) | 1974-11-27 |
Family
ID=22288990
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6011371A Expired GB1374800A (en) | 1970-12-28 | 1971-12-23 | Process for substitution of 1-derivatives of 1-hydroxybenzimidazoles and 1-hydroxyimidazo 4,5-b pyridines |
| GB3830273A Expired GB1377469A (en) | 1970-12-28 | 1971-12-23 | Process for reduction of 1-derivatives of 1-hydroxy benzimidazoles and 1-hydroxyimidazo 4,5-b pyridines |
| GB3809473A Expired GB1375157A (en) | 1970-12-28 | 1971-12-23 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6011371A Expired GB1374800A (en) | 1970-12-28 | 1971-12-23 | Process for substitution of 1-derivatives of 1-hydroxybenzimidazoles and 1-hydroxyimidazo 4,5-b pyridines |
| GB3830273A Expired GB1377469A (en) | 1970-12-28 | 1971-12-23 | Process for reduction of 1-derivatives of 1-hydroxy benzimidazoles and 1-hydroxyimidazo 4,5-b pyridines |
Country Status (19)
| Country | Link |
|---|---|
| AR (2) | AR201728A1 (en) |
| AT (2) | AT312598B (en) |
| AU (1) | AU465099B2 (en) |
| BE (1) | BE777250A (en) |
| CA (1) | CA969547A (en) |
| CH (3) | CH558366A (en) |
| DE (2) | DE2166996A1 (en) |
| DK (1) | DK139385B (en) |
| ES (1) | ES398379A1 (en) |
| FR (1) | FR2121020A5 (en) |
| GB (3) | GB1374800A (en) |
| IE (1) | IE36678B1 (en) |
| IL (1) | IL38452A (en) |
| IT (1) | IT945597B (en) |
| NL (1) | NL7118000A (en) |
| SE (1) | SE412064B (en) |
| SU (3) | SU535905A3 (en) |
| YU (2) | YU35001B (en) |
| ZA (1) | ZA718532B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4031107A (en) * | 1972-12-13 | 1977-06-21 | Eli Lilly And Company | Method for introducing amino groups into benzimidazole or imidazopyridine compounds |
| US4265901A (en) * | 1979-12-26 | 1981-05-05 | Eli Lilly And Company | 2-Oxybenzimidazoline compounds |
-
1971
- 1971-12-21 ZA ZA718532A patent/ZA718532B/en unknown
- 1971-12-22 IT IT54935/71A patent/IT945597B/en active
- 1971-12-22 SE SE7116475A patent/SE412064B/en unknown
- 1971-12-23 GB GB6011371A patent/GB1374800A/en not_active Expired
- 1971-12-23 GB GB3830273A patent/GB1377469A/en not_active Expired
- 1971-12-23 CA CA130,993A patent/CA969547A/en not_active Expired
- 1971-12-23 GB GB3809473A patent/GB1375157A/en not_active Expired
- 1971-12-23 IE IE1643/71A patent/IE36678B1/en unknown
- 1971-12-24 BE BE777250A patent/BE777250A/en unknown
- 1971-12-24 AU AU37333/71A patent/AU465099B2/en not_active Expired
- 1971-12-27 IL IL38452A patent/IL38452A/en unknown
- 1971-12-27 AT AT1113071A patent/AT312598B/en not_active IP Right Cessation
- 1971-12-27 AT AT163873A patent/AT318608B/en not_active IP Right Cessation
- 1971-12-27 DK DK634871AA patent/DK139385B/en unknown
- 1971-12-28 CH CH1905071A patent/CH558366A/en not_active IP Right Cessation
- 1971-12-28 YU YU3284/71A patent/YU35001B/en unknown
- 1971-12-28 AR AR239854A patent/AR201728A1/en active
- 1971-12-28 DE DE19712166996 patent/DE2166996A1/en not_active Ceased
- 1971-12-28 DE DE19712165021 patent/DE2165021A1/en not_active Ceased
- 1971-12-28 NL NL7118000A patent/NL7118000A/xx not_active Application Discontinuation
- 1971-12-28 ES ES398379A patent/ES398379A1/en not_active Expired
- 1971-12-28 CH CH138073A patent/CH556342A/en not_active IP Right Cessation
- 1971-12-28 FR FR7147107A patent/FR2121020A5/fr not_active Expired
- 1971-12-28 CH CH197073A patent/CH554873A/en not_active IP Right Cessation
-
1973
- 1973-10-18 SU SU1966487A patent/SU535905A3/en active
-
1974
- 1974-01-04 AR AR251821A patent/AR196969A1/en active
- 1974-05-15 SU SU2133311A patent/SU535908A3/en active
-
1975
- 1975-05-15 SU SU1732630A patent/SU541436A3/en active
-
1978
- 1978-12-11 YU YU2895/78A patent/YU35256B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SU535908A3 (en) | 1976-11-15 |
| CH558366A (en) | 1975-01-31 |
| YU35001B (en) | 1980-06-30 |
| AT318608B (en) | 1974-11-11 |
| SU535905A3 (en) | 1976-11-15 |
| YU289578A (en) | 1980-04-30 |
| YU328471A (en) | 1979-12-31 |
| IT945597B (en) | 1973-05-10 |
| AR201728A1 (en) | 1975-04-15 |
| GB1374800A (en) | 1974-11-20 |
| AT312598B (en) | 1974-01-10 |
| DK139385C (en) | 1979-07-30 |
| IE36678B1 (en) | 1977-02-02 |
| DK139385B (en) | 1979-02-12 |
| IL38452A0 (en) | 1972-02-29 |
| IE36678L (en) | 1972-06-28 |
| CH556342A (en) | 1974-11-29 |
| CH554873A (en) | 1974-10-15 |
| DE2166996A1 (en) | 1977-05-18 |
| YU35256B (en) | 1980-10-31 |
| NL7118000A (en) | 1972-06-30 |
| AR196969A1 (en) | 1974-02-28 |
| SU541436A3 (en) | 1976-12-30 |
| CA969547A (en) | 1975-06-17 |
| IL38452A (en) | 1975-04-25 |
| BE777250A (en) | 1972-06-26 |
| SE412064B (en) | 1980-02-18 |
| AU3733371A (en) | 1973-06-28 |
| GB1377469A (en) | 1974-12-18 |
| AU465099B2 (en) | 1975-09-18 |
| DE2165021A1 (en) | 1972-10-12 |
| ES398379A1 (en) | 1975-06-16 |
| ZA718532B (en) | 1973-08-29 |
| FR2121020A5 (en) | 1972-08-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |