GB1312147A - Semi-synthetic penicillins and process for the preparations thereof - Google Patents

Semi-synthetic penicillins and process for the preparations thereof

Info

Publication number
GB1312147A
GB1312147A GB1312147DA GB1312147A GB 1312147 A GB1312147 A GB 1312147A GB 1312147D A GB1312147D A GB 1312147DA GB 1312147 A GB1312147 A GB 1312147A
Authority
GB
United Kingdom
Prior art keywords
acid
chloride
salt
furoyl
oxy
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
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.)
Fabrica de Antibiotice Iasi
Original Assignee
Fabrica de Antibiotice Iasi
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 Fabrica de Antibiotice Iasi filed Critical Fabrica de Antibiotice Iasi
Publication of GB1312147A publication Critical patent/GB1312147A/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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1312147 Penicillins; furan derivatives FABRICA DE ANTIBIOTICE IASI 9 July 1970 33482/70 Headings C2A and C2C Novel 6 - [α - (furoyl - 2 - oxy) - phenylacetamido]-penicillanic acid is prepared by acylating an amine salt of 6-aminopenicillanic acid with an acid halide of α-(furoyl-2-oxy)-phenylacetic acid at a temperature not exceeding 10‹ C. The preferred acid halide is the chloride. The reaction is performed in a solvent (e.g. carbon tetrachloride or chloroform) and the product is precipitated (by adding ether) in the form of its amine (e.g. triethylarnine) salt. This salt may be converted to an alkali metal salt (Na or K) by treatment with sodium or potassium ethylhexenoate in carbon tetrachloride or butyl acetate. - Furan-2-carboxylic acid chloride is obtained by treating furan-2-carboxylic acid with thionyl chloride, and is reacted with α-hydroxyphenylacetic acid to give α-(furoyl-2-oxy)phenylacetic acid which is subsequently converted to the acid chloride by treatment with thionyl chloride.
GB1312147D 1970-07-09 1970-07-09 Semi-synthetic penicillins and process for the preparations thereof Expired GB1312147A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3348270 1970-07-09

Publications (1)

Publication Number Publication Date
GB1312147A true GB1312147A (en) 1973-04-04

Family

ID=10353541

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1312147D Expired GB1312147A (en) 1970-07-09 1970-07-09 Semi-synthetic penicillins and process for the preparations thereof

Country Status (1)

Country Link
GB (1) GB1312147A (en)

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees