DE86449C - - Google Patents
Info
- Publication number
- DE86449C DE86449C DENDAT86449D DE86449DA DE86449C DE 86449 C DE86449 C DE 86449C DE NDAT86449 D DENDAT86449 D DE NDAT86449D DE 86449D A DE86449D A DE 86449DA DE 86449 C DE86449 C DE 86449C
- Authority
- DE
- Germany
- Prior art keywords
- yellow
- solution
- color
- sulfuric acid
- water
- 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.)
- Active
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 229940091292 Alo Drugs 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- KMUONIBRACKNSN-UHFFFAOYSA-N Potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 4
- 239000007859 condensation product Substances 0.000 description 3
- 235000011121 sodium hydroxide Nutrition 0.000 description 3
- 229940069002 Potassium Dichromate Drugs 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- AFHJQYHRLPMKHU-XXWVOBANSA-N Aloin Natural products O=C1c2c(O)cc(CO)cc2[C@H]([C@H]2[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O2)c2c1c(O)ccc2 AFHJQYHRLPMKHU-XXWVOBANSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- CLSUSRZJUQMOHH-UHFFFAOYSA-L Platinum(II) chloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- AFHJQYHRLPMKHU-WEZNYRQKSA-N aloin B Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1[C@H]1C2=CC(CO)=CC(O)=C2C(=O)C2=C(O)C=CC=C21 AFHJQYHRLPMKHU-WEZNYRQKSA-N 0.000 description 1
- 235000019658 bitter taste Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000002045 lasting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/75—Reactions with formaldehyde
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT. \% PATENT OFFICE. \%
f/.f /.
Versetzt man eine Lösung von Aloi'n und Formaldehyd mit einem Condensationsmittel, z. B. concentrirte Schwefelsäure, so scheidet sich eine neue Verbindung als gelber, flockiger Niederschlag ab, der in Wasser nicht, wohl aber in Alkalien löslich ist.If a solution of aloin and formaldehyde is mixed with a condensation agent, z. B. concentrated sulfuric acid, a new compound separates as a yellow, flaky one Precipitate, which is not soluble in water, but soluble in alkalis.
Dieses Condensationsproduct ist im trockenen Zustande ein hellgelbes, sehr voluminöses, amorphes Pulver, welches sich beim Erhitzen bis auf 2600 nur schwach bräunt, sich dann allmälig schwärzt und bis 283° kein Aufschäumen erkennen läfst; es wird im Gegensatz zum ΑΙοϊη von Wasser und den organischen Lösungsmitteln (nur Alkohol löst es spurenweise), von Ammoniak bezw. kohlensauren Alkalien nicht, wohl aber wie dieses von Natronlauge aufgenommen; aus dieser Lösung, welche sich beim Erhitzen rothgelb färbt, wird es durch Säuren wieder abgeschieden. Uebergiefst man das Condensationsproduct (0,001 g) mit concentrirter Schwefelsäure (etwa 2 ecm), so löst es sich mit gelber Farbe, welche beim Erhitzen in Rothgelb übergeht. Es (0,005 g) löst sich in concentrirter Salpetersäure (etwa 2 ecm) mit einer Farbe, welche einer ziemlich concentrirten Kaliumbichromätlösung gleicht; die heifse Lösung scheidet auf Zusatz von Wasser (15 bis 20 ecm) keine Flocken ab und giebt mit Natronlauge oder Ammoniak eine Färbung, die einer loproc. Platinchloridlösung entspricht und beim Ansäuern fast vollständig wieder verschwindet. Uebergiefst man wenige Milligramm des Condensationsproductes mit ganz verdünnter Natronlauge, so löst es sich mit gelber Farbe, welche durch Zusatz von Kaliumbichromatlösung etwas verstärkt wird; kocht man jedoch diese Lösung, so färbt sie sich dunkler, wird rothgelb und zuletzt braunroth; diese Färbung bleibt in einer etwas lichteren Nuance auch beim Ansäuern bestehen.This Condensationsproduct is in the dry state a light yellow, very bulky, amorphous powder which upon heating to 260 0 only weakly tans, is then gradually blackened and läfst detect no foaming to 283 °; In contrast to the ΑΙοϊη of water and organic solvents (only alcohol dissolves it in traces), of ammonia and / or. not in carbonic acid alkalis, but absorbed like this by caustic soda; from this solution, which turns red-yellow when heated, it is separated out again by acids. If the condensation product (0.001 g) is poured over with concentrated sulfuric acid (about 2 ecm), it dissolves with a yellow color, which changes to red-yellow when heated. It (0.005 g) dissolves in concentrated nitric acid (about 2 ecm) with a color resembling a fairly concentrated solution of potassium dichromate; the hot solution does not deposit any flakes on the addition of water (15 to 20 ecm) and, with caustic soda or ammonia, gives a color similar to that of a loproc. Corresponds to platinum chloride solution and disappears almost completely on acidification. If a few milligrams of the condensation product is poured over with very dilute sodium hydroxide solution, it dissolves with a yellow color, which is somewhat intensified by the addition of potassium dichromate solution; If, however, this solution is boiled, it turns darker in color, becomes red-yellow and finally brown-red; this color persists in a somewhat lighter shade even when acidified.
Was nun die Zusammensetzung betrifft, so berechnen sich für eine Verbindung, welche entweder der Gleichung entsprechend:As far as the composition is concerned, which one can be calculated for a compound either according to the equation:
I. C17 H16O1 + HCOH= C H2 : C11 H16 O1 + H2 O, I. C 17 H 16 O 1 + HCOH = CH 2 : C 11 H 16 O 1 + H 2 O,
II. 2C17A8O7 +HCOH=CHi ,C11 H11 O1 II.2C 17 A 8 O 7 + HCOH = CHi , C 11 H 11 O 1
H11 O1 H 11 O 1
+ H2O+ H 2 O
entstanden wäre, die folgenden Werthe:the following values would have arisen:
C =. 62,42 pCt., C =. 62.42 pct.,
H= 5,20 - , H = 5.20 -,
bezw. C = 61,76 - ,respectively C = 61.76 -,
H= 5,29 - . H = 5.29 -.
Das Durchschnittsresultat von drei Elementaranalysen war: C = 62,48 pCt., H= 5,35 pCt.; demnach scheint die Condensation sich nach der ersten Gleichung vollzogen zu haben.The average result of three elemental analyzes was: C = 62.48 pCt., H = 5.35 pCt .; accordingly the condensation seems to have taken place according to the first equation.
Eine heifse Lösung von 10 kg Alo'in in 20 kg "Wasser und 10 kg 4oproc. Formaldehyd wird mit 10 kg concentrirter Schwefelsäure ver-A hot solution of 10 kg of alo'in in 20 kg "water and 10 kg 4oproc. Formaldehyde is treated with 10 kg of concentrated sulfuric acid
setzt, das Condensationsproduct scheidet sich als gelber, flockiger, zum Theil harziger Niederschlag ab, der nach dem Auswaschen der Schwefelsäure mit Wasser pulverförmig wird. Das Product wird dann vollkommen ausgewaschen, abgeprefst und getrocknet. ■assumes that the condensation product separates out as a yellow, flaky, partly resinous precipitate which becomes powdery after washing out the sulfuric acid with water. The product is then completely washed out, pressed and dried. ■
Die Verbindung soll zu Arzneizwecken Anwendung finden und besitzt erhebliche Vorzüge vor dem Alo'in, indem sie infolge ihrer Schwerlöslichkeit anhaltender wirkt und nicht den intensiv bitteren Geschmack des Alo'ins besitzt.The compound is said to be used for medicinal purposes and has considerable advantages before the alo'in, as it has a more lasting effect due to its poor solubility and not the has the intense bitter taste of alo'in.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE86449C true DE86449C (en) |
Family
ID=358499
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT86449D Active DE86449C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE86449C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4359058A (en) * | 1981-01-12 | 1982-11-16 | Rusanov Alexander I | Precleaner of a grain harvesting machine |
-
0
- DE DENDAT86449D patent/DE86449C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4359058A (en) * | 1981-01-12 | 1982-11-16 | Rusanov Alexander I | Precleaner of a grain harvesting machine |
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