GB909359A - Improvements in chlorhydroxyquinoline and the production thereof - Google Patents
Improvements in chlorhydroxyquinoline and the production thereofInfo
- Publication number
- GB909359A GB909359A GB2230760A GB2230760A GB909359A GB 909359 A GB909359 A GB 909359A GB 2230760 A GB2230760 A GB 2230760A GB 2230760 A GB2230760 A GB 2230760A GB 909359 A GB909359 A GB 909359A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxyquinoline
- monochlor
- weight
- chlorhydroxyquinoline
- dichlor
- 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
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
- C07D215/28—Alcohols; Ethers thereof with halogen atoms or nitro radicals in positions 5, 6 or 7
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises chlorhydroxyquinoline consisting of 57-74% by weight of 5,7-dichlor-8-hydroxyquinoline, 23-40% 5-monochlor-8-hydroxyquinoline, and 0-3% 7-monochlor-8-hydroxyquinoline; and its preparation by the action of sulphuryl chloride on 8-hydroxyquinoline in glacial acetic acid at a temperature no greater than the reflux temperature, and separation of the product. It is preferred to use a weight of sulphuryl chloride 1 1/4 to 3 times that of 8-hydroxyquinoline, to effect chlorination at 35-60 DEG C., for example agitating over 3/4 -3 hours, to arrest reaction by rapid cooling by, for example, running into distilled water, and finally to effect separation of the product by reducing the acidity, for example to pH 6 with ammonia, followed by centrifuging and washing. The defined mixture has unexpected biological activity.ALSO:A chlorhydroxyquinoline mixture consisting of 57-74% by weight of 5,7-dichlor-8-hydroxyquinoline, 23-40% 5-monochlor-8-hydroxyquinoline and 0-3% 7-monochlor-8-hydroxyquinoline has antibacterial, antiamoebic and antifungal activity. Oral administration is mentioned.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2230760A GB909359A (en) | 1960-02-24 | 1960-02-24 | Improvements in chlorhydroxyquinoline and the production thereof |
BR13020261A BR6130202D0 (en) | 1960-02-24 | 1961-06-22 | CHLOROHYDROXYQUINOLINE PREPARATION PROCESS |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2230760A GB909359A (en) | 1960-02-24 | 1960-02-24 | Improvements in chlorhydroxyquinoline and the production thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
GB909359A true GB909359A (en) | 1962-10-31 |
Family
ID=10177270
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2230760A Expired GB909359A (en) | 1960-02-24 | 1960-02-24 | Improvements in chlorhydroxyquinoline and the production thereof |
Country Status (2)
Country | Link |
---|---|
BR (1) | BR6130202D0 (en) |
GB (1) | GB909359A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PL422265A1 (en) * | 2017-07-18 | 2019-01-28 | Valeant Pharmaceuticals Ireland | Method for producing chloroquinaldol with increased purity |
-
1960
- 1960-02-24 GB GB2230760A patent/GB909359A/en not_active Expired
-
1961
- 1961-06-22 BR BR13020261A patent/BR6130202D0/en unknown
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
PL422265A1 (en) * | 2017-07-18 | 2019-01-28 | Valeant Pharmaceuticals Ireland | Method for producing chloroquinaldol with increased purity |
Also Published As
Publication number | Publication date |
---|---|
BR6130202D0 (en) | 1973-06-07 |
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