GB572766A - A process for the manufacture of aminoacridines - Google Patents
A process for the manufacture of aminoacridinesInfo
- Publication number
- GB572766A GB572766A GB1558941A GB1558941A GB572766A GB 572766 A GB572766 A GB 572766A GB 1558941 A GB1558941 A GB 1558941A GB 1558941 A GB1558941 A GB 1558941A GB 572766 A GB572766 A GB 572766A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formic acid
- aminodiphenylamine
- treated
- diaminoacridine
- aminoacridine
- 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
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 carbon atoms of the ring system
- C07D219/08—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Aminoacridines free from substituents in the meso-position are prepared by condensing 3-aminodiphenylamine or a derivative thereof not substituted at the 2 and 6 position otherwise than by formyl groups, with formic acid or a mixture of substances giving rise to formic acid under the conditions of the reaction. The hydrogen-ion concentration should be equivalent to that produced by from 1/4 to 3 molecular proportions of hydrogen chloride calculated on the amine present. The reaction temperature is preferably between 120-180 DEG C., and the reaction time 1/2 to 3 hours. In examples: (1) a mixture of 3-aminodiphenylamine and its hydrochloride is treated with anhydrous formic acid and glycerol first at 155 DEG C. and then at 175 DEG C. The product is treated with water containing a little hydrochloric acid and sodium acetate to give 2-aminoacridine; (2) 3 : 41-diaminodiphenylamine is treated with anhydrous formic acid and glycerol as in example (1) to give 2 : 7-diaminoacridine, which is purified by crystallization from pyridine; (3) 2 : 8-diaminoacridine (proflavine) is obtained from 3 : 31-diaminodiphenylamine by the procedure of example (1); (4) 3-nitro-8-aminoacridine is obtained from 4-nitro-31-aminodiphenylamine by the procedure of example (1).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1558941A GB572766A (en) | 1941-12-03 | 1941-12-03 | A process for the manufacture of aminoacridines |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1558941A GB572766A (en) | 1941-12-03 | 1941-12-03 | A process for the manufacture of aminoacridines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB572766A true GB572766A (en) | 1945-10-23 |
Family
ID=10061828
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1558941A Expired GB572766A (en) | 1941-12-03 | 1941-12-03 | A process for the manufacture of aminoacridines |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB572766A (en) |
-
1941
- 1941-12-03 GB GB1558941A patent/GB572766A/en not_active Expired
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