GB1296340A - - Google Patents

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Publication number
GB1296340A
GB1296340A GB1296340DA GB1296340A GB 1296340 A GB1296340 A GB 1296340A GB 1296340D A GB1296340D A GB 1296340DA GB 1296340 A GB1296340 A GB 1296340A
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GB
United Kingdom
Prior art keywords
salt
deoxytetracycline
methylene
weight
nickel
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
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 filed Critical
Publication of GB1296340A publication Critical patent/GB1296340A/en
Expired legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

1296340 Preparation of 6-deoxytetracyclines ALFA FARMACEUTICI SpA 12 Aug 1971 [24 Feb 1971] 37846/71 Heading C2A A process for preparing a 6-deoxytetracycline or a salt thereof comprises hydrogenating a corresponding 6 - methylene - 6 - deoxytetracycline or a salt thereof in the presence of a nickel or cobalt catalyst, followed by salification if required. Raney nickel and Ranoy cobalt are suitable catalysts. In particular, a process for preparing a 6-deoxytetracycline of Formula I or a salt thereof comprises hydrogenating a corresponding 6 - methylene - 6 - deoxytetracycline of Formula II or III wherein R is hydrogen or hydroxyl and X is chlorine or bromine or a salt thereof in the presence of a nickel or cobalt catalyst, followed by salification if required. An example of a tetracycline which may be prepared according to this process is 6-α-deoxy-5-hydroxytetra. cycline. Examples of tetracyclines which may be hydrogenated according to this process are 11 - α - chloro - 6 - deoxy - 6 - methylene- 5- hydroxy-tetracycline or 6-deoxy-6-methylene- 5-hydroxytetracycline or a salt thereof. The weight of catalyst employed may be 1% to 30% of the weight of the tetracycline to be hydrogenated. The hydrogenation may be carried out in the presence of a catalyst promoter, e.g. a hydrosoluble salt of copper, zinc, chromium, molybdenum, cerium, platinum, palladium or rhodium. The weight of the promoter may be from 0À01% to 5% of the weight of the nickel or cobalt catalyst used.
GB1296340D 1971-02-24 1971-08-12 Expired GB1296340A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT335171 1971-02-24

Publications (1)

Publication Number Publication Date
GB1296340A true GB1296340A (en) 1972-11-15

Family

ID=11105485

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1296340D Expired GB1296340A (en) 1971-02-24 1971-08-12

Country Status (8)

Country Link
AT (1) AT309679B (en)
BE (1) BE770580A (en)
DE (1) DE2136621A1 (en)
ES (1) ES394776A1 (en)
FR (1) FR2127491A5 (en)
GB (1) GB1296340A (en)
NL (1) NL7109740A (en)
ZA (1) ZA714766B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5075470A (en) * 1989-07-31 1991-12-24 Plurichemie Anstalt Process for the preparation of a rhodium complex
CN114315627A (en) * 2021-12-30 2022-04-12 扬州联博药业有限公司 Method for synthesizing doxycycline dehydrate by catalyzing with normal-temperature ionic liquid and zeolite

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
YU41093B (en) * 1978-04-12 1986-12-31 Pliva Pharm & Chem Works Process for preparing 6-deoxy-5hydroxy-tetracycline
PT76061A (en) * 1982-12-30 1983-01-01 Stable homogeneous hydrogenation rhodium catalyst - useful in high yield prodn. of doxycycline by stereospecific hydrogenation
US4550096A (en) * 1982-01-19 1985-10-29 Plurichemie Anstalt Homogeneous catalytic system comprising rhodium, hydrazine and phosphine and a process for the preparation of same
EP0391005B1 (en) * 1989-04-03 1991-10-16 Ranbaxy Laboratories, Ltd. Process for the production of alpha-6-deoxytetracyclines

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5075470A (en) * 1989-07-31 1991-12-24 Plurichemie Anstalt Process for the preparation of a rhodium complex
CN114315627A (en) * 2021-12-30 2022-04-12 扬州联博药业有限公司 Method for synthesizing doxycycline dehydrate by catalyzing with normal-temperature ionic liquid and zeolite

Also Published As

Publication number Publication date
ZA714766B (en) 1972-09-27
DE2136621A1 (en) 1972-09-14
NL7109740A (en) 1972-08-28
ES394776A1 (en) 1974-09-01
FR2127491A5 (en) 1972-10-13
BE770580A (en) 1971-12-01
AT309679B (en) 1973-08-27

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Legal Events

Date Code Title Description
414F Notice of opposition given (sect. 14/1949)
PS Patent sealed
414E Application relinquished (sect. 14/1949)
CSNS Application of which complete specification have been accepted and published, but patent is not sealed