GB2002350A - Preparation of tetramisole intermediate - Google Patents
Preparation of tetramisole intermediateInfo
- Publication number
- GB2002350A GB2002350A GB7829071A GB7829071A GB2002350A GB 2002350 A GB2002350 A GB 2002350A GB 7829071 A GB7829071 A GB 7829071A GB 7829071 A GB7829071 A GB 7829071A GB 2002350 A GB2002350 A GB 2002350A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tetramisole
- reaction
- denoting
- image
- preparation
- 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.)
- Granted
Links
- HLFSDGLLUJUHTE-SNVBAGLBSA-N Levamisole Chemical compound C1([C@H]2CN3CCSC3=N2)=CC=CC=C1 HLFSDGLLUJUHTE-SNVBAGLBSA-N 0.000 title abstract 2
- 229960001614 levamisole Drugs 0.000 title abstract 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001768 cations Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006210 cyclodehydration reaction Methods 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000005580 one pot reaction Methods 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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 to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/42—Sulfur atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Pyrrole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
d,1-1-(2-Hydroxyethyl)-4-phenyl- imidazolidine-2-thione of formula: <IMAGE> which is a useful intermediate in the production of tetramisole and pharmacologically acceptable acid addition salts therefrom by, for example, a cyclodehydration reaction, is produced in a one-step reaction from d,1- alpha -(2-hydroxyethylaminomethyl) -benzylamine by reaction thereof with a compound having the general formula: <IMAGE> wherein either R1 and R2 are identical and both represent chlorine or differ with R1 denoting an alkoxy radical containing from 1 to 4 carbon atoms and R2 denoting SM wherein M represents a monovalent cation, especially sodium or potassium.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BG3790777 | 1977-07-06 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2002350A true GB2002350A (en) | 1979-02-21 |
| GB2002350B GB2002350B (en) | 1982-02-10 |
Family
ID=3904004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7829071A Expired GB2002350B (en) | 1977-07-06 | 1978-07-06 | Process for the production of d,1-1-(2-hydroxyethyl)-phenyl-imidazolidine-2-thione and use thereof in the production of tetramisole |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS5414997A (en) |
| BE (1) | BE868744A (en) |
| CA (1) | CA1100508A (en) |
| DE (1) | DE2829822A1 (en) |
| ES (1) | ES471356A1 (en) |
| FR (1) | FR2396761A1 (en) |
| GB (1) | GB2002350B (en) |
| HU (1) | HU181927B (en) |
| IT (1) | IT1174324B (en) |
| NL (1) | NL7807266A (en) |
| SU (1) | SU922107A1 (en) |
| YU (1) | YU162278A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5330897U (en) * | 1976-08-24 | 1978-03-16 | ||
| EP0010851B1 (en) * | 1978-11-06 | 1982-08-04 | American Cyanamid Company | Process for the preparation of tetramisole |
| CA1135270A (en) * | 1978-11-06 | 1982-11-09 | American Cyanamid Company | Processes for the preparation of tetramisole and novel intermediates |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3726894A (en) * | 1971-06-24 | 1973-04-10 | American Cyanamid Co | The compound 1-(2-hydroxyethyl)-4-phenyl-2-imidazolidinethione |
| US3865836A (en) * | 1972-12-08 | 1975-02-11 | Janssen Pharmaceutica Nv | Bicyclic imidazoles |
-
1978
- 1978-06-29 HU HU78PA1322A patent/HU181927B/en unknown
- 1978-07-03 ES ES471356A patent/ES471356A1/en not_active Expired
- 1978-07-05 CA CA306,851A patent/CA1100508A/en not_active Expired
- 1978-07-05 JP JP8247278A patent/JPS5414997A/en active Pending
- 1978-07-05 IT IT50170/78A patent/IT1174324B/en active
- 1978-07-05 SU SU787770240A patent/SU922107A1/en active
- 1978-07-05 NL NL7807266A patent/NL7807266A/en not_active Application Discontinuation
- 1978-07-05 BE BE2057119A patent/BE868744A/en not_active IP Right Cessation
- 1978-07-06 GB GB7829071A patent/GB2002350B/en not_active Expired
- 1978-07-06 FR FR7820188A patent/FR2396761A1/en active Granted
- 1978-07-06 YU YU01622/78A patent/YU162278A/en unknown
- 1978-07-06 DE DE19782829822 patent/DE2829822A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| ES471356A1 (en) | 1979-09-16 |
| GB2002350B (en) | 1982-02-10 |
| NL7807266A (en) | 1979-01-09 |
| IT1174324B (en) | 1987-07-01 |
| YU162278A (en) | 1982-08-31 |
| CA1100508A (en) | 1981-05-05 |
| SU922107A1 (en) | 1982-04-23 |
| FR2396761A1 (en) | 1979-02-02 |
| FR2396761B1 (en) | 1981-12-18 |
| HU181927B (en) | 1983-11-28 |
| DE2829822A1 (en) | 1979-02-01 |
| BE868744A (en) | 1978-11-03 |
| IT7850170A0 (en) | 1978-07-05 |
| JPS5414997A (en) | 1979-02-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |