FR2187794A1 - Synthetic penicillins prepn - from 6- amino penicillanic acid and a dimethyl formimine sulphinic acid mixed anhydride - Google Patents

Synthetic penicillins prepn - from 6- amino penicillanic acid and a dimethyl formimine sulphinic acid mixed anhydride

Info

Publication number
FR2187794A1
FR2187794A1 FR7221626A FR7221626A FR2187794A1 FR 2187794 A1 FR2187794 A1 FR 2187794A1 FR 7221626 A FR7221626 A FR 7221626A FR 7221626 A FR7221626 A FR 7221626A FR 2187794 A1 FR2187794 A1 FR 2187794A1
Authority
FR
France
Prior art keywords
formimine
prepn
dimethyl
mixed anhydride
synthetic penicillins
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.)
Withdrawn
Application number
FR7221626A
Other languages
French (fr)
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to FR7221626A priority Critical patent/FR2187794A1/en
Publication of FR2187794A1 publication Critical patent/FR2187794A1/en
Withdrawn legal-status Critical Current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

Synthetic penicillins, esp. ampicillin, cloxacillin, and dicloxacillin are prepd by reaction of 6-APA with an anhydride (I): where R=alkyl, aryl, aralkyl or a heterocycle. This process does not affect optical activity. (I) is prepd from DMF and SOCl2 followed by reaction with a dicarboxylic acid. In an example 85ml DMF was added to 73ml SOCl2 in benzene, and the product treated with Na alpha-azidobenzyl acetate in the presence of a tert. amine or alkali salt. The product was reacted with 6-APA and then with Pd on charcoal to give a 90% yield of alpha-amino benzyl penicillin monohydrate m.pt 202 degrees C.
FR7221626A 1972-06-15 1972-06-15 Synthetic penicillins prepn - from 6- amino penicillanic acid and a dimethyl formimine sulphinic acid mixed anhydride Withdrawn FR2187794A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FR7221626A FR2187794A1 (en) 1972-06-15 1972-06-15 Synthetic penicillins prepn - from 6- amino penicillanic acid and a dimethyl formimine sulphinic acid mixed anhydride

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7221626A FR2187794A1 (en) 1972-06-15 1972-06-15 Synthetic penicillins prepn - from 6- amino penicillanic acid and a dimethyl formimine sulphinic acid mixed anhydride

Publications (1)

Publication Number Publication Date
FR2187794A1 true FR2187794A1 (en) 1974-01-18

Family

ID=9100261

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7221626A Withdrawn FR2187794A1 (en) 1972-06-15 1972-06-15 Synthetic penicillins prepn - from 6- amino penicillanic acid and a dimethyl formimine sulphinic acid mixed anhydride

Country Status (1)

Country Link
FR (1) FR2187794A1 (en)

Similar Documents

Publication Publication Date Title
US3282926A (en) alpha-carboxy-3-thienylmethylpenicillin
IT1002937B (en) PURIFICATION OF HYDROXYACETIC ACID
SE380253B (en) PROCEDURE FOR THE PRODUCTION OF LONG CHAIN ALKENES FROM A MIXTURE OF A SHORT CHAIN CARBOXYLIC ACID AND A LONG CHAIN CARBOXYLIC ACID, OF WHICH ATMINSTONE THE ONE ACID IS UNSATURED, BY ELEKING
GB1367957A (en) Process for preparing cephalosporins
FR2187794A1 (en) Synthetic penicillins prepn - from 6- amino penicillanic acid and a dimethyl formimine sulphinic acid mixed anhydride
GB1391139A (en) Berbine derivatives and a process for producing the same
GB1165638A (en) Process for the Preparation of N-Vinyl Carboxylic Acid Amides.
FR2243940A1 (en) Antibacterial nalidixamido cephems - prepd from 7-amino cephem (salt) and nalidixic acid deriv
GB1335606A (en) Process for the production of acyl isocyanide dichlorides and carboxylic acid chlorides
US3492291A (en) Benzyloxycarbonylbenzylpenicillins and their catalytic hydrogenation
IE35985L (en) Penicillanic acid derivatives
GB1359374A (en) Cycloaliphatic penicilins
FR2188608A5 (en) Penicillins prepn by acylating 6-apa - in presence of catalytic enzymes using free acids
GB961517A (en) Process of producing 6-aminopenicillanic acid
GB1343942A (en) Procedure for obtaining 6-amino-penicillan-acid
AU475538B2 (en) Process for producing derivatives of 6-amino penicillanic acid
GB1526150A (en) Penam and thiazoline compounds
FR2220531A1 (en) Synthesis of penicillins from 6-amino penicillanic acid - by acylation with acid chlorides using hexamethylphosphotriamide as solvent
US3935193A (en) Diacyl penicillins and methods for their production
GB1347979A (en) Penicillins
GB1362437A (en) Process for producing penicilin derivatives
ES382211A1 (en) Azetidinones and their preparation
FR2198489A5 (en) Amoxycillin and analogues prepn - by reacting 6-APA with alpha-azido-hydroxy phenylacetoxy sulphinyloxy-N,N-dimethyl-forminium chlorides
GB1435220A (en) Process for the preparation of cephalosporanic acid derivatives
FR2203383A5 (en) Amoxycillin and analogues prepn. - by reaction of 6-APA with mixed acid anhydrides prepd. from chlorocarbonyl(or sulphiinyl) oxy-NN-dimethylformiminium chlorides

Legal Events

Date Code Title Description
ST Notification of lapse