GB801544A - Improved procedure for producing neutral tetracycline from chlortetracycline - Google Patents

Improved procedure for producing neutral tetracycline from chlortetracycline

Info

Publication number
GB801544A
GB801544A GB32775/55A GB3277555A GB801544A GB 801544 A GB801544 A GB 801544A GB 32775/55 A GB32775/55 A GB 32775/55A GB 3277555 A GB3277555 A GB 3277555A GB 801544 A GB801544 A GB 801544A
Authority
GB
United Kingdom
Prior art keywords
tetracycline
chlortetracycline
mixtures
improved procedure
per cent
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
GB32775/55A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB801544A publication Critical patent/GB801544A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
    • C07C237/26—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton of a ring being part of a condensed ring system formed by at least four rings, e.g. tetracycline
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/40—Ortho- or ortho- and peri-condensed systems containing four condensed rings
    • C07C2603/42—Ortho- or ortho- and peri-condensed systems containing four condensed rings containing only six-membered rings
    • C07C2603/44—Naphthacenes; Hydrogenated naphthacenes
    • C07C2603/46—1,4,4a,5,5a,6,11,12a- Octahydronaphthacenes, e.g. tetracyclines

Landscapes

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

Abstract

Neutral tetracycline produced by reducing chlortetracycline to tetracycline by means of hydrogen in an inert solvent and adding water to precipitate the tetracycline, is obtained in greater purity by adjusting the pH of the reduced solution to 4.5 to 7.5, and preferably 5.7 to 6.5, and then adding water in the presence of one or more alkali metal sulphites and/or ammonium sulphite. The sulphites are preferably added in solution in the water. pH adjustment is by a mineral acid such as hydrochloric. The quantity of sulphite is 0.9 to 15 per cent, and preferably 5 to 10 per cent, by weight of the tetracycline. The preferred solvents are 1 to 4 carbon alcohols, e.g. methanol, ethanol, propanol and butanol, mixtures thereof and mixtures with glycol ethers such as 2-methoxy ethanol and 2-ethoxyethanol. Reference has been directed by the Comptroller to Specification 747,779.
GB32775/55A 1954-12-06 1955-11-16 Improved procedure for producing neutral tetracycline from chlortetracycline Expired GB801544A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US801544TA 1954-12-06 1954-12-06

Publications (1)

Publication Number Publication Date
GB801544A true GB801544A (en) 1958-09-17

Family

ID=22155601

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32775/55A Expired GB801544A (en) 1954-12-06 1955-11-16 Improved procedure for producing neutral tetracycline from chlortetracycline

Country Status (1)

Country Link
GB (1) GB801544A (en)

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