GB1239821A - Method for the production of penicillins - Google Patents

Method for the production of penicillins

Info

Publication number
GB1239821A
GB1239821A GB3022268A GB3022268A GB1239821A GB 1239821 A GB1239821 A GB 1239821A GB 3022268 A GB3022268 A GB 3022268A GB 3022268 A GB3022268 A GB 3022268A GB 1239821 A GB1239821 A GB 1239821A
Authority
GB
United Kingdom
Prior art keywords
formula
reaction product
imine reaction
phenoxymethylpenicillin
acylated
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
GB3022268A
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.)
ER Squibb and Sons LLC
Original Assignee
ER Squibb and Sons LLC
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 ER Squibb and Sons LLC filed Critical ER Squibb and Sons LLC
Publication of GB1239821A publication Critical patent/GB1239821A/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

1,239,821. Penicillins. E. R. SQUIBB & SONS Inc. 25 June, 1968 [20 July, 1967; 16 May, 1968], No. 30222/68. Heading C2A. 6 - Acylaminopenicillanic acids, salts or esters thereof, are prepared by acylating the imine reaction product of 6-aminopenicillanic acid, or a salt or ester thereof, with an aldehyde and hydrolysing the acylated imine reaction product. The imine reaction product has the formula wherein R is H or an organic radical which forms an aldehyde of the formula RCHO and R<SP>1</SP> is H a group capable of replacing hydrogen in a caroxy group to form an ester or a saltforming ion. Suitable acylating agents have the formula R<SP>11</SP>COX wherein R<SP>11</SP>CO is an acyl group and X is OH, halogen, O-acyl, O-alkyl, O-aryl, amino, cyano or azido. The acylated imine reaction product has the formula wherein R, R<SP>1</SP>, R<SP>11</SP> and X have the above meaning. Examples relate to the preparation of phenoxymethylpenicillin, sodium oxacillin, potassium oxacillin, methicillin, ampicillin, cloxacillin, sodium phenoxymethylpenicillin and dicloxacillin. The imine reaction products are described in Specification 974,125.
GB3022268A 1967-07-20 1968-06-25 Method for the production of penicillins Expired GB1239821A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US65469067A 1967-07-20 1967-07-20
US72953568A 1968-05-16 1968-05-16

Publications (1)

Publication Number Publication Date
GB1239821A true GB1239821A (en) 1971-07-21

Family

ID=27096794

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3022268A Expired GB1239821A (en) 1967-07-20 1968-06-25 Method for the production of penicillins

Country Status (6)

Country Link
CH (1) CH503760A (en)
DE (1) DE1770838A1 (en)
DK (1) DK120438B (en)
FR (1) FR1596495A (en)
GB (1) GB1239821A (en)
SE (1) SE359839B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1366682A (en) * 1971-04-30 1974-09-11 Merck & Co Inc Process to prepare antibiotic intermediates
DE2221035C2 (en) * 1972-04-28 1982-03-25 Merck & Co., Inc., 07065 Rahway, N.J. Process for the preparation of substituted 6-iminoopenicillins and 7-iminocephalosporins

Also Published As

Publication number Publication date
DE1770838A1 (en) 1972-01-13
FR1596495A (en) 1970-06-22
SE359839B (en) 1973-09-10
CH503760A (en) 1971-02-28
DK120438B (en) 1971-06-01

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