GB1418137A - Process for the preparation of alpha-6-deoxytetracyclines - Google Patents
Process for the preparation of alpha-6-deoxytetracyclinesInfo
- Publication number
- GB1418137A GB1418137A GB811973A GB811973A GB1418137A GB 1418137 A GB1418137 A GB 1418137A GB 811973 A GB811973 A GB 811973A GB 811973 A GB811973 A GB 811973A GB 1418137 A GB1418137 A GB 1418137A
- Authority
- GB
- United Kingdom
- Prior art keywords
- rhodium
- hydrogen
- metal
- deoxy
- ligand
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
- Investigating Or Analysing Biological Materials (AREA)
Abstract
1418137 Preparing tetracycline compounds ANKERFARM SpA 19 Feb 1973 [24 Feb 1972] 8119/73 Heading C2C Alpha-6-deoxy-tetracyclines of Formula (II) wherein Y is hydrogen, fluorine, chlorine, bromine or iodine, and R is hydrogen, hydroxyl or a group: -O-CO-R<SP>1</SP> in which R<SP>1</SP> is C 1-6 alkyl are prepared by hydrogenating a 6-demethyl - 6 - deoxy - 6 - methylene - tetracycline of Formula (I): wherein Y and R are as defined above, at a hydrogen pressure of 1 to 150 kg./cm.<SP>2</SP> for 1-8 hours at 15 to 80 C. in a polar solvent, in the present of, as catalyst, a solution in said solvent of a complex of a ligand which is a tertiary organic phosphine, arsine or stibine with a metal which is rhodium, palladium, ruthenium, osmium, iridium, platinum or nickel, said complex containing halogen bound directly to the metal. Suitable ligands are triphenylphosphine, tributylphosphine, triethylphosphine, diethylphenylphosphine, diphenylethylphosphine, alkylphosphoric esters, triphenylstibine and triphenylarsine. The preferred metal is rhodium, the catalyst being prepared by reacting rhodium chloride with the ligand in the reaction medium. Polar solvents used are C 1-4 mono- or polyhydric alcohols, N,N<SP>1</SP>-dimethylformamide, N,N<SP>1</SP>-dimethylacetamide, dioxan, tetrahydrofuran, methoxyethanol, ethoxyethanol, acetonitrile or pyridine.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT2095972 | 1972-02-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1418137A true GB1418137A (en) | 1975-12-17 |
Family
ID=11174633
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB811973A Expired GB1418137A (en) | 1972-02-24 | 1973-02-19 | Process for the preparation of alpha-6-deoxytetracyclines |
Country Status (15)
Country | Link |
---|---|
JP (1) | JPS6114145B2 (en) |
AT (1) | AT320627B (en) |
AU (1) | AU477038B2 (en) |
CA (1) | CA1003410A (en) |
CH (1) | CH579531A5 (en) |
DE (1) | DE2308227C2 (en) |
DK (1) | DK153394C (en) |
ES (1) | ES411982A1 (en) |
GB (1) | GB1418137A (en) |
IL (1) | IL41600A (en) |
NL (1) | NL178591C (en) |
NO (1) | NO138563C (en) |
PH (1) | PH10072A (en) |
SE (1) | SE389862B (en) |
ZA (1) | ZA731178B (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE435619C (en) * | 1973-02-01 | 1985-11-18 | Pfizer | PROCEDURE FOR PREPARING A 6ALFA DEOXYTETRACYCLINE |
US3954862A (en) * | 1973-04-20 | 1976-05-04 | Pfizer Inc. | Process for producing α-6-deoxytetracyclines |
PT74303B (en) * | 1982-01-19 | 1983-08-08 | Joao Emerico Villax | PROCESS FOR THE PREPARATION OF NEW CATALYZERS CONTAINING RHODIUM AND USE THEREOF |
JPH047001Y2 (en) * | 1986-10-15 | 1992-02-25 | ||
CN111732522B (en) * | 2020-07-21 | 2022-10-18 | 山东国邦药业有限公司 | Preparation method of doxycycline |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1430859A (en) * | 1960-05-23 | 1966-05-25 |
-
1973
- 1973-02-19 CH CH234973A patent/CH579531A5/xx not_active IP Right Cessation
- 1973-02-19 GB GB811973A patent/GB1418137A/en not_active Expired
- 1973-02-20 DE DE2308227A patent/DE2308227C2/en not_active Expired
- 1973-02-20 ZA ZA731178A patent/ZA731178B/en unknown
- 1973-02-20 CA CA164,204A patent/CA1003410A/en not_active Expired
- 1973-02-21 SE SE7302447A patent/SE389862B/en unknown
- 1973-02-21 DK DK093273A patent/DK153394C/en not_active IP Right Cessation
- 1973-02-22 AT AT155773A patent/AT320627B/en not_active IP Right Cessation
- 1973-02-22 NL NLAANVRAGE7302506,A patent/NL178591C/en not_active IP Right Cessation
- 1973-02-22 PH PH14362*A patent/PH10072A/en unknown
- 1973-02-22 AU AU52502/73A patent/AU477038B2/en not_active Expired
- 1973-02-22 IL IL41600A patent/IL41600A/en unknown
- 1973-02-23 ES ES411982A patent/ES411982A1/en not_active Expired
- 1973-02-23 NO NO737/73A patent/NO138563C/en unknown
- 1973-02-24 JP JP48022592A patent/JPS6114145B2/ja not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NO138563B (en) | 1978-06-19 |
ES411982A1 (en) | 1976-01-01 |
NL178591B (en) | 1985-11-18 |
ZA731178B (en) | 1973-11-28 |
NO138563C (en) | 1978-09-27 |
IL41600A0 (en) | 1973-04-30 |
AT320627B (en) | 1975-02-25 |
IL41600A (en) | 1975-07-28 |
NL178591C (en) | 1992-09-16 |
DE2308227C2 (en) | 1983-01-13 |
AU477038B2 (en) | 1976-10-14 |
CA1003410A (en) | 1977-01-11 |
PH10072A (en) | 1976-08-05 |
SE389862B (en) | 1976-11-22 |
AU5250273A (en) | 1974-08-22 |
JPS4897864A (en) | 1973-12-13 |
DK153394B (en) | 1988-07-11 |
JPS6114145B2 (en) | 1986-04-17 |
NL7302506A (en) | 1973-08-28 |
CH579531A5 (en) | 1976-09-15 |
DK153394C (en) | 1993-08-02 |
DE2308227A1 (en) | 1973-08-30 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 19930217 |