GB1344548A - Benzimidazole derivatives - Google Patents
Benzimidazole derivativesInfo
- Publication number
- GB1344548A GB1344548A GB3866871A GB3866871A GB1344548A GB 1344548 A GB1344548 A GB 1344548A GB 3866871 A GB3866871 A GB 3866871A GB 3866871 A GB3866871 A GB 3866871A GB 1344548 A GB1344548 A GB 1344548A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- nitro
- methylamino
- chloro
- nitrobenzene
- 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
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 title abstract 4
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 title 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 6
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 6
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 3
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003342 alkenyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 2
- IBRBMZRLVYKVRF-UHFFFAOYSA-N 1,2,4-trichloro-5-nitrobenzene Chemical compound [O-][N+](=O)C1=CC(Cl)=C(Cl)C=C1Cl IBRBMZRLVYKVRF-UHFFFAOYSA-N 0.000 abstract 1
- QUIMTLZDMCNYGY-UHFFFAOYSA-N 2,4-dichloro-1-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C=C1Cl QUIMTLZDMCNYGY-UHFFFAOYSA-N 0.000 abstract 1
- UUBAKDCBRHGCPZ-UHFFFAOYSA-N 2-[2-chloro-5-(methylamino)-4-nitrophenyl]sulfanylacetic acid Chemical compound [N+](=O)([O-])C1=C(C=C(C(=C1)Cl)SCC(=O)O)NC UUBAKDCBRHGCPZ-UHFFFAOYSA-N 0.000 abstract 1
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 abstract 1
- KVAANWDMOIROOR-UHFFFAOYSA-N 4,5-dichloro-n-methyl-2-nitroaniline Chemical compound CNC1=CC(Cl)=C(Cl)C=C1[N+]([O-])=O KVAANWDMOIROOR-UHFFFAOYSA-N 0.000 abstract 1
- IYUUOJRLFPAMMF-UHFFFAOYSA-N 4-chloro-1-N-methyl-5-phenylsulfanylbenzene-1,2-diamine Chemical compound NC1=C(NC)C=C(C(=C1)Cl)SC1=CC=CC=C1 IYUUOJRLFPAMMF-UHFFFAOYSA-N 0.000 abstract 1
- LSKJAECNEJDQIF-UHFFFAOYSA-N 4-chloro-2-nitro-N-phenyl-5-phenylsulfanylaniline Chemical compound C1(=CC=CC=C1)NC1=C(C=C(C(=C1)SC1=CC=CC=C1)Cl)[N+](=O)[O-] LSKJAECNEJDQIF-UHFFFAOYSA-N 0.000 abstract 1
- CJFJEFXJLGKYIT-UHFFFAOYSA-N 4-chloro-5-dodecylsulfanyl-N-methyl-2-nitroaniline Chemical compound [N+](=O)([O-])C1=C(C=C(C(=C1)Cl)SCCCCCCCCCCCC)NC CJFJEFXJLGKYIT-UHFFFAOYSA-N 0.000 abstract 1
- QJYDFGDTXZXOAE-UHFFFAOYSA-N 4-chloro-N-methyl-2-nitro-5-phenylsulfanylaniline Chemical compound [N+](=O)([O-])C1=C(NC)C=C(C(=C1)Cl)SC1=CC=CC=C1 QJYDFGDTXZXOAE-UHFFFAOYSA-N 0.000 abstract 1
- YWJPRGWHZDSXML-UHFFFAOYSA-N 5-chloro-n-methyl-2-nitroaniline Chemical compound CNC1=CC(Cl)=CC=C1[N+]([O-])=O YWJPRGWHZDSXML-UHFFFAOYSA-N 0.000 abstract 1
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 abstract 1
- XXZZNIZUZQHGBI-UHFFFAOYSA-N N-methyl-2-nitro-5-phenylaniline Chemical compound C1(=CC=CC=C1)C1=CC(=C(C=C1)[N+](=O)[O-])NC XXZZNIZUZQHGBI-UHFFFAOYSA-N 0.000 abstract 1
- 239000007868 Raney catalyst Substances 0.000 abstract 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 1
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical group [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 abstract 1
- 150000003568 thioethers Chemical group 0.000 abstract 1
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 abstract 1
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 abstract 1
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
-
- 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
- C07D235/08—Radicals containing only hydrogen and carbon atoms
-
- 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
- C07D235/26—Oxygen atoms
-
- 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
- C07D235/28—Sulfur atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702041324 DE2041324A1 (de) | 1970-08-20 | 1970-08-20 | Neue Benzimidazolderivate,sowie ein Verfahren zu ihrer Herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1344548A true GB1344548A (en) | 1974-01-23 |
Family
ID=5780238
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3866871A Expired GB1344548A (en) | 1970-08-20 | 1971-08-18 | Benzimidazole derivatives |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE770911A (enrdf_load_stackoverflow) |
| DE (1) | DE2041324A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2104619A5 (enrdf_load_stackoverflow) |
| GB (1) | GB1344548A (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2815675A1 (de) * | 1977-04-12 | 1978-10-19 | Ciba Geigy Ag | Anthelmintika |
| CN117757458A (zh) * | 2024-02-22 | 2024-03-26 | 广饶六合化工有限公司 | 一种季铵盐类复合黏土稳定剂 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL54474A (en) * | 1977-04-12 | 1982-04-30 | Ciba Geigy Ag | Benzimidazole derivatives,their preparation and anthelmintic compositions containing them |
| TR20258A (tr) * | 1978-07-15 | 1980-12-08 | Celamerck Gmbh & Co Kg | 2-klor-6-nitroanilin |
| IL61232A (en) * | 1979-10-19 | 1985-09-29 | Chinoin Gyogyszer Es Vegyeszet | Process for the preparation of 2-amino(or alkoxycarbonylamino)-5(6)-thiocyanato(or thiol)benzimidazole derivatives |
| HU182794B (en) * | 1980-03-19 | 1984-03-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 5-bracket-6-bracket closed-thiocyanato-benzimidazolyl-alkyl-carbamates and salts |
| HU184780B (en) * | 1980-09-17 | 1984-10-29 | Chinoin Gyogyszer Es Vegyeszet | Process for producing thiocyanato-benzimidazoles |
| JPS62246587A (ja) * | 1986-03-17 | 1987-10-27 | ピ−ピ−ジ− インダストリイズ，インコ−ポレイテツド | 除草活性を有する置換ベンゾオキサゾロン（またはベンゾチアゾロン）化合物 |
-
1970
- 1970-08-20 DE DE19702041324 patent/DE2041324A1/de active Pending
-
1971
- 1971-08-04 BE BE770911A patent/BE770911A/nl unknown
- 1971-08-18 GB GB3866871A patent/GB1344548A/en not_active Expired
- 1971-08-20 FR FR7130468A patent/FR2104619A5/fr not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2815675A1 (de) * | 1977-04-12 | 1978-10-19 | Ciba Geigy Ag | Anthelmintika |
| CN117757458A (zh) * | 2024-02-22 | 2024-03-26 | 广饶六合化工有限公司 | 一种季铵盐类复合黏土稳定剂 |
| CN117757458B (zh) * | 2024-02-22 | 2024-04-19 | 广饶六合化工有限公司 | 一种季铵盐类复合黏土稳定剂 |
Also Published As
| Publication number | Publication date |
|---|---|
| BE770911A (nl) | 1972-02-04 |
| DE2041324A1 (de) | 1972-02-24 |
| FR2104619A5 (enrdf_load_stackoverflow) | 1972-04-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |