ES425798A1 - Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding) - Google Patents

Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)

Info

Publication number
ES425798A1
ES425798A1 ES425798A ES425798A ES425798A1 ES 425798 A1 ES425798 A1 ES 425798A1 ES 425798 A ES425798 A ES 425798A ES 425798 A ES425798 A ES 425798A ES 425798 A1 ES425798 A1 ES 425798A1
Authority
ES
Spain
Prior art keywords
general formula
group
transformed
compound
formula
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
ES425798A
Other languages
Spanish (es)
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.)
Boehringer Ingelheim Pharma GmbH and Co KG
Original Assignee
Dr Karl Thomae GmbH
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
Priority claimed from DE19732345442 external-priority patent/DE2345442C2/en
Priority claimed from DE2354961A external-priority patent/DE2354961C2/en
Application filed by Dr Karl Thomae GmbH filed Critical Dr Karl Thomae GmbH
Publication of ES425798A1 publication Critical patent/ES425798A1/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/04—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/50—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
    • C07D317/58—Radicals substituted by nitrogen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

Procedure for the preparation of new amino-phenyl-ethanolamines of the general formula **(See formula)** wherein R1 signifies a hydrogen, fluorine, chlorine, bromine or iodine atom or a cyano group; R2 signifies a fluorine atom, a straight chain or branched alcohol group with 1 to 5 carbon atoms, a hydroxyalkyl, aminoalcohyl, dialkoxylaminoalcohyl, trifluoromethyl, alkoxy, nitro, cyano, carboxy, carbalkoxy or oarbamoyl group; R3 means a hydrogen atom, a straight-chain or branched alcohol group with 1 to 6 carbon atoms, a hydroxyalkyl, cycloalkyl, cycloalkyl-alkoyl, alkenyl, alkynyl or optionally substituted aralkoyl group, as well as its optically active and their acid addition salts with physiologically compatible organic or inorganic acids, characterized in that an aldehyde of the general formula II is reduced **(See formula)** wherein R1 and R2 are as initially defined, or their hydrate, in the presence of an amine of general formula III **(See formula)** where R3 is as initially defined; and a compound of the general formula I, obtained according to the procedure in which R2 represents a cyano group, is then transformed, if desired, by means of hydrolysis, into the corresponding compound of the general formula I, in which R2 represents a carbamoyl or carboxyl group, and/or a compound obtained from the general formula I, in which R2 represents a carbamoyl or carbalkoxy group, is transformed if desired into the corresponding compound of the general formula I, where R2 means a carboxyl group, by means of hydrolysis, and/or a compound obtained from the general formula I is cleaved, if desired, into its optically active antipodes and/or a compound of the general formula I, is transformed if desired by reaction with a aldehyde of general formula IV **(See formula)** wherein R5 signifies a hydrogen atom or a straight or branched chain alcohol group, in an oxazolidine of the general formula Ia **(See formula)** wherein R1, R2 and R3 as well as R5 are as initially defined, and/or if desired is transformed into an acid addition salt with a physiologically compatible organic or inorganic acid. (Machine-translation by Google Translate, not legally binding)
ES425798A 1973-09-08 1974-04-30 Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding) Expired ES425798A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19732345442 DE2345442C2 (en) 1973-09-08 1973-09-08 d- and l-phenylethanolamines and their salts, manufacturing processes and drugs based on them
DE2354961A DE2354961C2 (en) 1973-11-02 1973-11-02 Process for the preparation of aminophenylethanolamines

Publications (1)

Publication Number Publication Date
ES425798A1 true ES425798A1 (en) 1976-06-16

Family

ID=25765768

Family Applications (4)

Application Number Title Priority Date Filing Date
ES425798A Expired ES425798A1 (en) 1973-09-08 1974-04-30 Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)
ES425794A Expired ES425794A1 (en) 1973-09-08 1974-04-30 Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)
ES425796A Expired ES425796A1 (en) 1973-09-08 1974-04-30 Procedure for the obtaining of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)
ES425797A Expired ES425797A1 (en) 1973-09-08 1974-04-30 Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)

Family Applications After (3)

Application Number Title Priority Date Filing Date
ES425794A Expired ES425794A1 (en) 1973-09-08 1974-04-30 Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)
ES425796A Expired ES425796A1 (en) 1973-09-08 1974-04-30 Procedure for the obtaining of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)
ES425797A Expired ES425797A1 (en) 1973-09-08 1974-04-30 Procedure for the preparation of new amino-phenyl-etanolamines. (Machine-translation by Google Translate, not legally binding)

Country Status (4)

Country Link
BG (4) BG21396A3 (en)
CH (5) CH605624A5 (en)
ES (4) ES425798A1 (en)
PL (5) PL96279B1 (en)

Also Published As

Publication number Publication date
BG21397A3 (en) 1976-05-20
PL96220B1 (en) 1977-12-31
ES425796A1 (en) 1976-06-16
ES425797A1 (en) 1976-07-01
PL96278B1 (en) 1977-12-31
CH605485A5 (en) 1978-09-29
CH605626A5 (en) 1978-10-13
CH605624A5 (en) 1978-10-13
CH615149A5 (en) 1980-01-15
PL96219B1 (en) 1977-12-31
BG21396A3 (en) 1976-05-20
PL96279B1 (en) 1977-12-31
BG21211A3 (en) 1976-03-20
ES425794A1 (en) 1976-06-16
PL96539B1 (en) 1977-12-31
CH605625A5 (en) 1978-10-13
BG21210A3 (en) 1976-03-20

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Legal Events

Date Code Title Description
FD1A Patent lapsed

Effective date: 19930125