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GB980240A - Process for the production of water-soluble salts of ampicillin - Google Patents

Process for the production of water-soluble salts of ampicillin

Info

Publication number
GB980240A
GB980240A GB3403963A GB3403963A GB980240A GB 980240 A GB980240 A GB 980240A GB 3403963 A GB3403963 A GB 3403963A GB 3403963 A GB3403963 A GB 3403963A GB 980240 A GB980240 A GB 980240A
Authority
GB
United Kingdom
Prior art keywords
ethyl
salt
tri
alkali metal
sodium
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
GB3403963A
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.)
Bayer AG
Original Assignee
Bayer 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 Bayer AG filed Critical Bayer AG
Publication of GB980240A publication Critical patent/GB980240A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • C07D499/21—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring with a nitrogen atom directly attached in position 6 and a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, e.g. an ester or nitrile radical, directly attached in position 2
    • C07D499/44—Compounds with an amino radical acylated by carboxylic acids, attached in position 6
    • C07D499/48—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical
    • C07D499/58—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical
    • C07D499/64—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms
    • C07D499/68—Compounds with an amino radical acylated by carboxylic acids, attached in position 6 with a carbon chain, substituted by hetero atoms or by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, attached to the carboxamido radical substituted in alpha-position to the carboxamido radical by nitrogen atoms with aromatic rings as additional substituents on the carbon chain
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicinal Preparation (AREA)
  • Cephalosporin Compounds (AREA)

Abstract

Injectable water-soluble salts of a -amino benzyl penicillin are obtained by dissolving crude a -aminobenzyl penicillin in an organic solvent by the addition thereto of a trialkylamine, e.g. triethylamine, filtering to remove impurities and recovering the salt so produced by (a) freeze drying or using a rotary evaporator, (b) adding a non-solvent such as petroleum ether, ethyl acetate and ether. Alkali metal salts of a -aminobenzyl penicillin are prepared by adding a solution of an alkali metal salt of a carboxylic acid in an organic solvent to the filtrate to precipitate the corresponding alkali metal salt, e.g. the potassium salt by the addition of potassium 2-ethyl hexane carboxylate. Specified trialkylamines are tri-methyl-, tri-ethyl- and tri-propyl-amine and methyl diethylamine. The sodium salt may be produced using sodium 2-ethyl-butanoate or sodium 2-ethyl-caproate, and a desiccant, e.g. anhydrous sodium carbonate, may be added to remove water liberated by the reaction. Specification 873,049 is referred to.
GB3403963A 1962-09-04 1963-08-28 Process for the production of water-soluble salts of ampicillin Expired GB980240A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF37738A DE1197460B (en) 1962-09-04 1962-09-04 Process for the production of very pure alkali salts of alpha-aminobenzylpenicilli

Publications (1)

Publication Number Publication Date
GB980240A true GB980240A (en) 1965-01-13

Family

ID=7097030

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3403963A Expired GB980240A (en) 1962-09-04 1963-08-28 Process for the production of water-soluble salts of ampicillin

Country Status (7)

Country Link
AT (1) AT242296B (en)
BE (1) BE636974A (en)
CH (1) CH428735A (en)
DE (1) DE1197460B (en)
DK (1) DK103185C (en)
GB (1) GB980240A (en)
NL (2) NL141198B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3856779A (en) * 1966-03-03 1974-12-24 D Clark Process for the preparation of sodium salt of ampicillin

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2985648A (en) * 1958-10-06 1961-05-23 Doyle Frank Peter Alpha-aminobenzylpenicillins

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3856779A (en) * 1966-03-03 1974-12-24 D Clark Process for the preparation of sodium salt of ampicillin

Also Published As

Publication number Publication date
CH428735A (en) 1967-01-31
AT242296B (en) 1965-09-10
BE636974A (en)
DE1197460B (en) 1965-07-29
NL141198B (en) 1974-02-15
DK103185C (en) 1965-11-29
NL297405A (en)

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