GB806060A - New imidazoline salts and a process for the production thereof - Google Patents
New imidazoline salts and a process for the production thereofInfo
- Publication number
- GB806060A GB806060A GB38736/56A GB3873656A GB806060A GB 806060 A GB806060 A GB 806060A GB 38736/56 A GB38736/56 A GB 38736/56A GB 3873656 A GB3873656 A GB 3873656A GB 806060 A GB806060 A GB 806060A
- Authority
- GB
- United Kingdom
- Prior art keywords
- imidazoline
- aminopyrocatechol
- acetonide
- pyridine
- hydrochloride
- 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
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises 2-(3,4-dihydroxy-phenylamino) imidazoline hydrochloride and its preparation (together with that of other mineral acid salts) from a salt of an S-alkyl ether of ethylene isothiourea (2-mercapto-imidazoline) by reaction, optionally in the presence of a solvent, e.g. pyridine, at a temperature sufficient for splitting off a mercaptan (e.g. 100-150 DEG C.) with a 4-aminopyrocatechol derivative having protected hydroxyl groups, which groups are subsequently liberated by treatment with a mineral acid. Specified derivatives of 4-aminopyrocatechol are dialkyl ethers, bis-O-acylates and the acetone derivative. In an example ethylene-S-methyl isothiourea hydroiodide and the acetonide of 4-aminopyrocatechol are refluxed in pyridine, when methyl mercaptan is evolved; the pyridine is removed in vacuo and residue in water added to concentrated NaOH when the acetonide of 2-(3,4-dihydroxyphenylamino) imidazoline separates; the acetonide is decomposed by standing in concentrated HCl giving the hydrochloride of 2-(3,4-dihydroxyphenyl-amino) imidazoline.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH806060X | 1955-12-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB806060A true GB806060A (en) | 1958-12-17 |
Family
ID=4538067
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB38736/56A Expired GB806060A (en) | 1955-12-19 | 1956-12-19 | New imidazoline salts and a process for the production thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB806060A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4221798A (en) * | 1978-04-17 | 1980-09-09 | Beiersdorf Aktiengesellschaft | Hypotensive 2-heterocycloamino-imidazolines |
-
1956
- 1956-12-19 GB GB38736/56A patent/GB806060A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4221798A (en) * | 1978-04-17 | 1980-09-09 | Beiersdorf Aktiengesellschaft | Hypotensive 2-heterocycloamino-imidazolines |
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