GB448504A - Manufacture of 3-aminoquinoline derivatives - Google Patents
Manufacture of 3-aminoquinoline derivativesInfo
- Publication number
- GB448504A GB448504A GB3445034A GB3445034A GB448504A GB 448504 A GB448504 A GB 448504A GB 3445034 A GB3445034 A GB 3445034A GB 3445034 A GB3445034 A GB 3445034A GB 448504 A GB448504 A GB 448504A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- hydroxyquinoline
- carboxylic acid
- products
- heated
- 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
- C07D215/38—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
3-Aminoquinoline derivatives are manufactured by heating 3-hydroxyquinolines with substitution products of ammonia, e.g. aliphatic, aromatic or alicyclic primary or secondary bases, under raised pressure. The products may be used in the preparation of dyestuffs and pharmaceutical products. In examples: (1) 2-methyl-3-hydroxyquinoline-4-carboxylic acid is heated to 200--210 DEG C. in a pressure vessel with aqueous methylamine to produce 2-methyl-3-methylaminoquinoline, the picrate of which is described; (2) dimethylamine is used in place of methylamine in (1); (3) 2 - methyl - 3 - hydroxyquinoline - 4 - carboxylic acid is heated to 290--300 DEG C., under a pressure rising to 28 atmospheres, with aniline in the presence of iodine, yielding 2-methyl-3-phenylaminoquinoline, which is precipitated as chromate by addition of potassium bichromate. In these examples, 2-methyl-3-hydroxyquinoline may be used instead of its 4-carboxylic acid.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3445034A GB448504A (en) | 1934-11-30 | 1934-11-30 | Manufacture of 3-aminoquinoline derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3445034A GB448504A (en) | 1934-11-30 | 1934-11-30 | Manufacture of 3-aminoquinoline derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB448504A true GB448504A (en) | 1936-06-02 |
Family
ID=10365805
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3445034A Expired GB448504A (en) | 1934-11-30 | 1934-11-30 | Manufacture of 3-aminoquinoline derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB448504A (en) |
-
1934
- 1934-11-30 GB GB3445034A patent/GB448504A/en not_active Expired
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