GB806060A - New imidazoline salts and a process for the production thereof - Google Patents

New imidazoline salts and a process for the production thereof

Info

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
Application number
GB38736/56A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Wander AG
Original Assignee
Wander AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Wander AG filed Critical Wander AG
Publication of GB806060A publication Critical patent/GB806060A/en
Expired legal-status Critical Current

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

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.
GB38736/56A 1955-12-19 1956-12-19 New imidazoline salts and a process for the production thereof Expired GB806060A (en)

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)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4221798A (en) * 1978-04-17 1980-09-09 Beiersdorf Aktiengesellschaft Hypotensive 2-heterocycloamino-imidazolines

Cited By (1)

* Cited by examiner, † Cited by third party
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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