GB1260996A - A process for the manufacture of phenazine derivatives - Google Patents
A process for the manufacture of phenazine derivativesInfo
- Publication number
- GB1260996A GB1260996A GB05635/70A GB1563570A GB1260996A GB 1260996 A GB1260996 A GB 1260996A GB 05635/70 A GB05635/70 A GB 05635/70A GB 1563570 A GB1563570 A GB 1563570A GB 1260996 A GB1260996 A GB 1260996A
- Authority
- GB
- United Kingdom
- Prior art keywords
- iodinin
- prepared
- alkali metal
- salt
- solvent
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/50—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to ring nitrogen atoms
- C07D241/52—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Abstract
1,260,996. Preparing 1-hydroxy-6-alkoxyphenazine 5,10-dioxides. F. HOFFMANN-LA ROCHE & CO. A.G. 2 April, 1970 [22 April, 1969], No. 15635/70. Headings C2A and C2C. The antibiotic myxin, and other 1-hydroxy-6- alkoxy-phenazine 5,10-dioxides in which the alkoxy group has 1 to 7 carbon atoms, are prepared by reacting a mono-alkali metal salt of 1,6-dihydroxyphenazine 5,10-dioxide iodinin with an alkylating agent in an aprotic polar organic solvent for the salt and recovering the 6- alkoxy compound. The preferred solvent is hexamethylphosphoric triamide, or dimethylformamide or dimethylsulphoxide may be used. The alkali metal salt (e.g. Na or K) may be prepared in situ in the aprotic solvent by reacting iodinin with an equimolar amount of alkali metal alkoxide therein. Alternatively it is prepared by treating iodinin with an excess of aqueous alkali metal hydroxide, filtering off the required salt and drying it. Alkylating agents may be dialkyl sulphates, alkyl iodides, or alkyl tosylates. The 6-alkoxy compound is recovered from the aprotic solvent by addition of ice-water or a non-solvent such as chloroform and is purified e.g. by chromatography on silica gel or alumina. 1-Hydroxy-6-(3-methylbutoxy)-phenazine 5,10- dioxide is prepared by alkylating the potassium salt of iodinin with 1-bromo-3-methylbutane in hexamethylphosphoric triamide. Reference has been directed by the Comptroller to Specification 1,177,697.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US81844869A | 1969-04-22 | 1969-04-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1260996A true GB1260996A (en) | 1972-01-19 |
Family
ID=25225563
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB05635/70A Expired GB1260996A (en) | 1969-04-22 | 1970-04-02 | A process for the manufacture of phenazine derivatives |
Country Status (13)
Country | Link |
---|---|
AT (2) | AT299219B (en) |
BE (1) | BE749172A (en) |
CH (2) | CH533628A (en) |
DE (1) | DE2016467C3 (en) |
ES (1) | ES378852A1 (en) |
FI (1) | FI54113C (en) |
FR (1) | FR2060005B1 (en) |
GB (1) | GB1260996A (en) |
IE (1) | IE34101B1 (en) |
IL (1) | IL34193A0 (en) |
NL (1) | NL7005409A (en) |
SE (1) | SE376614B (en) |
YU (1) | YU34413B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3681331A (en) * | 1970-04-02 | 1972-08-01 | Hoffmann La Roche | 1-hydroxy-6-amino alkoxy-phenazine 5,10-dioxides |
GB201319363D0 (en) | 2013-11-01 | 2013-12-18 | Uni I Oslo | Compounds |
-
1970
- 1970-03-23 CH CH432670A patent/CH533628A/en not_active IP Right Cessation
- 1970-03-23 CH CH1728972A patent/CH546771A/en not_active IP Right Cessation
- 1970-03-30 IL IL34193A patent/IL34193A0/en unknown
- 1970-04-02 GB GB05635/70A patent/GB1260996A/en not_active Expired
- 1970-04-03 FI FI932/70A patent/FI54113C/en active
- 1970-04-08 DE DE2016467A patent/DE2016467C3/en not_active Expired
- 1970-04-10 YU YU927/70A patent/YU34413B/en unknown
- 1970-04-15 NL NL7005409A patent/NL7005409A/xx unknown
- 1970-04-20 BE BE749172D patent/BE749172A/en unknown
- 1970-04-20 IE IE498/70A patent/IE34101B1/en unknown
- 1970-04-21 AT AT216371A patent/AT299219B/en not_active IP Right Cessation
- 1970-04-21 AT AT360770A patent/AT295544B/en not_active IP Right Cessation
- 1970-04-21 ES ES378852A patent/ES378852A1/en not_active Expired
- 1970-04-21 FR FR707014385A patent/FR2060005B1/fr not_active Expired
- 1970-04-22 SE SE7005549A patent/SE376614B/xx unknown
Also Published As
Publication number | Publication date |
---|---|
FI54113C (en) | 1978-10-10 |
DE2016467B2 (en) | 1979-05-10 |
NL7005409A (en) | 1970-10-26 |
AT299219B (en) | 1972-06-12 |
BE749172A (en) | 1970-10-20 |
FR2060005B1 (en) | 1973-03-16 |
FI54113B (en) | 1978-06-30 |
SE376614B (en) | 1975-06-02 |
CH533628A (en) | 1973-02-15 |
IL34193A0 (en) | 1970-05-21 |
IE34101L (en) | 1970-10-22 |
DE2016467C3 (en) | 1980-01-24 |
YU34413B (en) | 1979-07-10 |
YU92770A (en) | 1978-12-31 |
FR2060005A1 (en) | 1971-06-11 |
ES378852A1 (en) | 1973-01-16 |
AT295544B (en) | 1972-01-10 |
CH546771A (en) | 1974-03-15 |
IE34101B1 (en) | 1975-02-05 |
DE2016467A1 (en) | 1970-11-12 |
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