GB461189A - The manufacture of new hydroxycarboxylic acids - Google Patents
The manufacture of new hydroxycarboxylic acidsInfo
- Publication number
- GB461189A GB461189A GB2242135A GB2242135A GB461189A GB 461189 A GB461189 A GB 461189A GB 2242135 A GB2242135 A GB 2242135A GB 2242135 A GB2242135 A GB 2242135A GB 461189 A GB461189 A GB 461189A
- Authority
- GB
- United Kingdom
- Prior art keywords
- hydroxycoumarane
- methyl
- obtainable
- manufacture
- arylides
- 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
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
- C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Coumarane o-hydroxycarboxylic acids are prepared by treating with carbon dioxide an alkali salt of a 5- or 6-hydroxycoumarane, which may contain an alkyl group in the 2-or 3-position and may be further substituted in the benzene nucleus. The acids may be converted into arylides by reaction with aromatic amines in known manner, and both the acids and the arylides may be used as intermediates for azo dyes. Examples are given of the manufacture of o-hydroxycarboxylic acids from 5-hydroxycoumarane, 3-methyl-6-hydroxycoumarane, and 2-methyl-5-hydroxycoumarane. Examples are given also of the manufacture of arylides in which (1) 5-hydroxycoumarane-o-carboxylic acid and 4-chloro-2-aminoresorcinol dimethyl ether (or 2-naphthylamine) are treated in dimethylaniline solution with phosphorus trichloride; (2) 3-methyl-6-hydroxycoumarane-o-carboxylic acid is reacted similarly with 2-naphthylamine. 3-Methyl-6-hydroxycoumarane is obtainable from the corresponding coumarone by catalytic hydrogenation. 5-Hydroxycoumarane is obtainable by way of the diazo compound from 5-aminocoumarane, which is itself obtained by nitrating coumarane and reducing. 2-Methyl-5-hydroxycoumarane is obtainable by way of the diazo compound from 2-methyl-5-aminocoumarane, which is itself obtainable from p-nitrophenol by the processes described in German Specifications 268,099 and 279,864.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2242135A GB461189A (en) | 1935-08-08 | 1935-08-08 | The manufacture of new hydroxycarboxylic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2242135A GB461189A (en) | 1935-08-08 | 1935-08-08 | The manufacture of new hydroxycarboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB461189A true GB461189A (en) | 1937-02-08 |
Family
ID=10179090
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2242135A Expired GB461189A (en) | 1935-08-08 | 1935-08-08 | The manufacture of new hydroxycarboxylic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB461189A (en) |
-
1935
- 1935-08-08 GB GB2242135A patent/GB461189A/en not_active Expired
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