ES427869A1 - 5-phenyl-sulphinyl-2-benzimidazolyl-carbamic acid esters and process for their manufacture - Google Patents
5-phenyl-sulphinyl-2-benzimidazolyl-carbamic acid esters and process for their manufactureInfo
- Publication number
- ES427869A1 ES427869A1 ES427869A ES427869A ES427869A1 ES 427869 A1 ES427869 A1 ES 427869A1 ES 427869 A ES427869 A ES 427869A ES 427869 A ES427869 A ES 427869A ES 427869 A1 ES427869 A1 ES 427869A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- carbamic acid
- sulphinyl
- benzimidazolyl
- phenyl
- 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
- GUVHJRKHTWAPJG-UHFFFAOYSA-N [6-(benzenesulfinyl)-1h-benzimidazol-2-yl]carbamic acid Chemical class C=1C=C2NC(NC(=O)O)=NC2=CC=1S(=O)C1=CC=CC=C1 GUVHJRKHTWAPJG-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 229910052801 chlorine Inorganic materials 0.000 abstract 2
- 239000000460 chlorine Substances 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 230000001476 alcoholic effect Effects 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000007800 oxidant agent Substances 0.000 abstract 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-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
- C07D235/24—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Process for the preparation of 5-phenylsulfinyl-2-benzimidazole-carbamic acid alcoholic esters of the formula (1) ** formula ** in which R signifies an alcohol radical with 1 to 4 carabono atoms, R1 signifies hydrogen, alcohol with 1 to 4 carbon, chlorine, bromine or methoxy atoms and R2 means hydrogen, chlorine, bromine or methyl, characterized in that it is treated with an oxidizing agent to a derivative with phenylthio group of formula (2) ** formula ** in which R, R1 and R2 have the meanings mentioned above. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732334631 DE2334631A1 (en) | 1973-07-07 | 1973-07-07 | 5-PHENYLSULFINYL-2-BENZIMIDAZOLE CARBAMIC ACID ESTERS AND THE METHOD FOR THEIR MANUFACTURE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES427869A1 true ES427869A1 (en) | 1976-12-16 |
Family
ID=5886239
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES427869A Expired ES427869A1 (en) | 1973-07-07 | 1974-07-02 | 5-phenyl-sulphinyl-2-benzimidazolyl-carbamic acid esters and process for their manufacture |
Country Status (22)
| Country | Link |
|---|---|
| JP (1) | JPS5840547B2 (en) |
| AT (1) | AT337201B (en) |
| BE (1) | BE817364A (en) |
| CA (1) | CA1030970A (en) |
| CH (1) | CH605821A5 (en) |
| CS (1) | CS218553B2 (en) |
| DD (1) | DD114262A5 (en) |
| DE (1) | DE2334631A1 (en) |
| DK (1) | DK362674A (en) |
| EG (1) | EG11414A (en) |
| ES (1) | ES427869A1 (en) |
| FI (1) | FI60202C (en) |
| FR (1) | FR2235688B1 (en) |
| GB (1) | GB1428933A (en) |
| HK (1) | HK8180A (en) |
| IL (1) | IL45189A (en) |
| IT (1) | IT1050720B (en) |
| MY (1) | MY8000272A (en) |
| NL (1) | NL7408945A (en) |
| NO (1) | NO141758C (en) |
| SE (1) | SE7408868L (en) |
| ZA (1) | ZA744335B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1107749B (en) * | 1977-10-06 | 1985-11-25 | Montedison Spa | BENZIMIDAZOLCARBAMMATE PARTICULARLY ACTIVE AGAINST GASTROENTERIC AND PULMONARY PARASITES |
| DK157547C (en) * | 1978-12-06 | 1990-06-25 | Montedison Spa | METHOD OF ANALOGUE FOR THE PREPARATION OF 5 (6) SUBSTITUTED BENZIMIDAZOLE CARBAMATES. |
| DE3719783A1 (en) * | 1987-06-13 | 1988-12-22 | Hoechst Ag | METHOD FOR PRODUCING 5-PHENYLSULFINYL-1H-2- (METHOXYCARBONYLAMINO) - BENZIMIDAZOLE |
| CN102863392A (en) * | 2012-10-18 | 2013-01-09 | 江苏宝众宝达药业有限公司 | Method for greatly reducing amount of solvent usage in production process of oxfendazole |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3714180A (en) * | 1970-08-12 | 1973-01-30 | Squibb & Sons Inc | Sulfonyl benzimidazoles |
-
1973
- 1973-07-07 DE DE19732334631 patent/DE2334631A1/en not_active Ceased
-
1974
- 1974-06-28 GB GB2879374A patent/GB1428933A/en not_active Expired
- 1974-07-02 ES ES427869A patent/ES427869A1/en not_active Expired
- 1974-07-02 CS CS744656A patent/CS218553B2/en unknown
- 1974-07-02 NL NL7408945A patent/NL7408945A/en not_active Application Discontinuation
- 1974-07-03 CH CH911374A patent/CH605821A5/xx not_active IP Right Cessation
- 1974-07-03 IL IL45189A patent/IL45189A/en unknown
- 1974-07-03 CA CA203,893A patent/CA1030970A/en not_active Expired
- 1974-07-04 FI FI2052/74A patent/FI60202C/en active
- 1974-07-04 DD DD179700A patent/DD114262A5/xx unknown
- 1974-07-05 SE SE7408868A patent/SE7408868L/xx not_active Application Discontinuation
- 1974-07-05 IT IT24889/74A patent/IT1050720B/en active
- 1974-07-05 FR FR7423523A patent/FR2235688B1/fr not_active Expired
- 1974-07-05 AT AT555674A patent/AT337201B/en not_active IP Right Cessation
- 1974-07-05 ZA ZA00744335A patent/ZA744335B/en unknown
- 1974-07-05 NO NO742457A patent/NO141758C/en unknown
- 1974-07-05 DK DK362674A patent/DK362674A/da unknown
- 1974-07-06 JP JP49076915A patent/JPS5840547B2/en not_active Expired
- 1974-07-06 EG EG259/74A patent/EG11414A/en active
- 1974-07-08 BE BE146318A patent/BE817364A/en not_active IP Right Cessation
-
1980
- 1980-03-06 HK HK81/80A patent/HK8180A/en unknown
- 1980-12-30 MY MY272/80A patent/MY8000272A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI60202B (en) | 1981-08-31 |
| ATA555674A (en) | 1976-10-15 |
| EG11414A (en) | 1977-02-28 |
| IL45189A0 (en) | 1974-10-22 |
| CA1030970A (en) | 1978-05-09 |
| CS218553B2 (en) | 1983-02-25 |
| AU7089974A (en) | 1976-01-08 |
| GB1428933A (en) | 1976-03-24 |
| CH605821A5 (en) | 1978-10-13 |
| NO141758C (en) | 1980-05-07 |
| JPS5840547B2 (en) | 1983-09-06 |
| IT1050720B (en) | 1981-03-20 |
| NO141758B (en) | 1980-01-28 |
| FR2235688B1 (en) | 1978-07-28 |
| AT337201B (en) | 1977-06-27 |
| BE817364A (en) | 1975-01-08 |
| JPS5040567A (en) | 1975-04-14 |
| FI205274A7 (en) | 1975-01-08 |
| SE7408868L (en) | 1975-01-08 |
| NO742457L (en) | 1975-02-03 |
| HK8180A (en) | 1980-03-14 |
| FR2235688A1 (en) | 1975-01-31 |
| FI60202C (en) | 1981-12-10 |
| MY8000272A (en) | 1980-12-31 |
| IL45189A (en) | 1977-03-31 |
| DK362674A (en) | 1975-03-17 |
| ZA744335B (en) | 1975-07-30 |
| DE2334631A1 (en) | 1975-03-27 |
| DD114262A5 (en) | 1975-07-20 |
| NL7408945A (en) | 1975-01-09 |
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