US256445A - Wilhelm pickhaedt - Google Patents
Wilhelm pickhaedt Download PDFInfo
- Publication number
- US256445A US256445A US256445DA US256445A US 256445 A US256445 A US 256445A US 256445D A US256445D A US 256445DA US 256445 A US256445 A US 256445A
- Authority
- US
- United States
- Prior art keywords
- chinoline
- wilhelm
- pickhaedt
- benzoate
- new york
- 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 - Lifetime
Links
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 14
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 13
- 239000005711 Benzoic acid Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 235000010233 benzoic acid Nutrition 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000659 freezing mixture Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
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
- C07D215/04—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/68—Purification; separation; Use of additives, e.g. for stabilisation
- C07C37/86—Purification; separation; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification
Definitions
- WILHELM PIOKHARDT and HERMANN ENDEMANN both citizens of the United States, said WILHELM PIOKHARDT residing at New York, county and State of New York, and HERMANN ENDEMANN residing at Brooklyn, in the county of Kings and State of New York, have invented new and useful Improvements in Medical Compounds, of which I0 the following is a specification.
- Thisinvention relates toamedical compound which is obtained by the action of beuzoic acid on chinoline.
- the chinoline of Skraup or we prepare such chinoline according to the Patent No. 241,738, granted to Zdenko H. Skraup May 17, 1881, and then we free the same from the impurities mixed therewith by treating it 2 with tartaric acid, whereby a tartrate of chinoline is obtained, and then we liberate from this salt the chinoline by treating its aqueous solution with caustic alkalies. If desired, how-' ever, chinoline produced in any other manner may be used for our purpose.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
NITED STATES PATENT OFFICEQ VVILHELM PIOKH ARDT, OF NEW YORK, AND HERMANN ENDEMANN, OF BROOKLYN, ASSIGNORS TO SAID PIOKHARDT AND ADOLF KUTTROFF,
OF NEW YORK, N. Y.
BENZOATE OF CHINOLINE.
SPECIFICATION forming part of Letters Patent No. 256,445, dated April 11, 1882.
Application filed February 24, 1882. (Specimens) To all whom it may concern:
Be it known that we, WILHELM PIOKHARDT and HERMANN ENDEMANN, both citizens of the United States, said WILHELM PIOKHARDT residing at New York, county and State of New York, and HERMANN ENDEMANN residing at Brooklyn, in the county of Kings and State of New York, have invented new and useful Improvements in Medical Compounds, of which I0 the following is a specification.
Thisinvention relates toamedical compound which is obtained by the action of beuzoic acid on chinoline.
In carrying out our invention we take, by
preference, the chinoline of Skraup, or we prepare such chinoline according to the Patent No. 241,738, granted to Zdenko H. Skraup May 17, 1881, and then we free the same from the impurities mixed therewith by treating it 2 with tartaric acid, whereby a tartrate of chinoline is obtained, and then we liberate from this salt the chinoline by treating its aqueous solution with caustic alkalies. If desired, how-' ever, chinoline produced in any other manner may be used for our purpose.
, For preparing our new compound we take about one hundred and twenty-two parts of pure benzoic acid'and dissolve the same under application of heat in one hundred and twentynine parts of chinoline. The mixture may be brought into a retort and distilled, when the benzoate of chinoline is obtainedin theform of an oil. Water in the mixture produces, on distillation, a partial dissolution. The substances 3 5 used in the manufacture of our beuzoateofchinoline should therefore be dry, if it is contemplated to distill the oil. The oil when cooled bya freezing-mixture becomes "ery thick, while on the application ofheat it becomes thinner. The boiling-point of our benzoate of chinoline o corrected is 253 centigrade. One drop of the oil mixed with some hydrochloric acid becomes almost solidified from liberated benzoic acid, so that the vessel containing it may be turned over without losing any of its contents. If 5 sufficient hydrochloric acid be added to decompose the benzoate completely, the chinoline, together with some benzoic acid, will go into the solution, and when sufficien't water has been added the chinoline may be separated from the undissolvedbenzoic acid by filtration. The solution gives the reactions of chinoline, while'in the residue the benzoic acid maybe found by the reactions known to chemists.-
Our compound may be used with advantage for medical purposes.
What we claim as new, and desire to secure by Letters Patent, is
As anew article of manufacture, the benzoate of chinoline herein described, and having the 6: characteristics above set forth.
In testimony whereof we have hereunto set our hands and seals in the presence of two subscribing witnesses.
WM. PIOKHARDT. HERMANN ENDEMANN.
Witnesses:
W. HAUFF, E. F KASTENHUBER.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US256445A true US256445A (en) | 1882-04-11 |
Family
ID=2325734
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US256445D Expired - Lifetime US256445A (en) | Wilhelm pickhaedt |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US256445A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2652396A (en) * | 1951-03-06 | 1953-09-15 | Eastman Kodak Co | Bis-cyanine dyes and method of preparation |
-
0
- US US256445D patent/US256445A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2652396A (en) * | 1951-03-06 | 1953-09-15 | Eastman Kodak Co | Bis-cyanine dyes and method of preparation |
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