GB746096A - Production of -a-(n-(-a-diethylaminoethyl))-aminophenylacetic acid isoamyl ester hydrochloride - Google Patents

Production of -a-(n-(-a-diethylaminoethyl))-aminophenylacetic acid isoamyl ester hydrochloride

Info

Publication number
GB746096A
GB746096A GB1636/54A GB163654A GB746096A GB 746096 A GB746096 A GB 746096A GB 1636/54 A GB1636/54 A GB 1636/54A GB 163654 A GB163654 A GB 163654A GB 746096 A GB746096 A GB 746096A
Authority
GB
United Kingdom
Prior art keywords
acid isoamyl
isoamyl ester
diethylaminoethyl
solvent
ester
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
GB1636/54A
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 GB746096A publication Critical patent/GB746096A/en
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
    • C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

a - (N - (b - Diethylaminoethyl)) - aminophenylacetic acid isoamyl ester hydrochloride is prepared by reacting a -bromophenylacetic acid isoamyl ester with b -diethylaminoethylamine and converting the resulting base to its hydrochloride. The reaction is preferably carried out using equimolecular quantities of the reactants in a solvent, but may also be carried out in the absence of a solvent and with cooling. A dehydrobrominating agent such as potassium carbonate or an excess of the amine may be present. The a -bromophenylacetic acid isoamyl ester used as the starting material may be made by brominating phenylacetyl chloride to give a -bromophenylacetyl chloride and converting this into the desired ester by reation with isoamyl alcohol. Examples describe the reaction of a -bromophenyl acetic acid isoamyl ester with b -diethylaminoethylamine to give a -(N - (b - diethylaminoethyl) - aminophenyl-acetic acid isoamyl ester (1) in the absence of a solvent at below 10 DEG C.; (2) by refluxing in acetone in the presence of potassium carbonate; and (3) by refluxing in benzene.
GB1636/54A 1953-01-19 1954-01-19 Production of -a-(n-(-a-diethylaminoethyl))-aminophenylacetic acid isoamyl ester hydrochloride Expired GB746096A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH746096X 1953-01-19

Publications (1)

Publication Number Publication Date
GB746096A true GB746096A (en) 1956-03-07

Family

ID=4533503

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1636/54A Expired GB746096A (en) 1953-01-19 1954-01-19 Production of -a-(n-(-a-diethylaminoethyl))-aminophenylacetic acid isoamyl ester hydrochloride

Country Status (1)

Country Link
GB (1) GB746096A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1128434B (en) * 1959-06-15 1962-04-26 Cilag Chemie Process for the preparation of 2-aryl-2-amino-alkylmercapto-acetic acid esters
DE1140199B (en) * 1959-10-07 1962-11-29 Cilag Chemie Process for the preparation of ª-aryl-ª-aminoalkylmercapto-acetic acid amides

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1128434B (en) * 1959-06-15 1962-04-26 Cilag Chemie Process for the preparation of 2-aryl-2-amino-alkylmercapto-acetic acid esters
DE1140199B (en) * 1959-10-07 1962-11-29 Cilag Chemie Process for the preparation of ª-aryl-ª-aminoalkylmercapto-acetic acid amides

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