DE94949C - - Google Patents
Info
- Publication number
- DE94949C DE94949C DENDAT94949D DE94949DA DE94949C DE 94949 C DE94949 C DE 94949C DE NDAT94949 D DENDAT94949 D DE NDAT94949D DE 94949D A DE94949D A DE 94949DA DE 94949 C DE94949 C DE 94949C
- Authority
- DE
- Germany
- Prior art keywords
- hydrocotarnine
- cotarnine
- zinc
- filled
- reaction
- 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
- XXANNZJIZQTCBP-UHFFFAOYSA-N 4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline Chemical compound C1CN(C)CC2=C1C=C1OCOC1=C2OC XXANNZJIZQTCBP-UHFFFAOYSA-N 0.000 claims description 10
- PAPMYQLKLNRZIR-UHFFFAOYSA-N Cotarnine Chemical compound C1CN(C)C(O)C2=C1C=C1OCOC1=C2OC PAPMYQLKLNRZIR-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000001603 reducing effect Effects 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
- Electrolytic Production Of Metals (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Die Darstellung des Hydrocotarnins C1 ^H163 mit Hülfe der gewöhnlichen Reductionsmethoden ist bisher äufserst umständlich und unergiebig gewesen. Sie geschah bisher nach Angaben von Beckett, Wright (Jörn, of the Chem. Soc. 28, 577) auf die Weise, dafs Cotarnin mit Zink und Salzsäure reducirt wird. Diese Methode hat den Nachtheil, dafs sich hierbei ein schwer lösliches Zinkchloriddoppelsalz der Base bildet, so dafs die Reductionswirkung des Zinks sofort gehemmt wird. Will man aber durch Erwärmen der Lösung die Reaction anregen, so wird das Hydrocotarnin schmierig und ist nicht mehr in rein weifsem Zustande zu erhalten. So ist das Hydrocotarnin ein äufserst schwer zugänglicher Körper und stellt sich dadurch auch sein Preis sehr hoch.The preparation of the hydrocotarnine C 1 ^ H 163 with the aid of the usual reduction methods has hitherto been extremely laborious and inefficient. According to Beckett and Wright (Jörn, of the Chem. Soc. 28, 577) it has so far taken place in the manner that cotarnine is reduced with zinc and hydrochloric acid. This method has the disadvantage that a sparingly soluble zinc chloride double salt of the base is formed, so that the reducing effect of the zinc is immediately inhibited. If, however, one wishes to stimulate the reaction by heating the solution, the hydrocotarnine becomes greasy and can no longer be obtained in a pure white state. Hydrocotarnine is extremely difficult to access and therefore its price is very high.
Diese Nachtheile der Darstellung des Hydrocotarnins werden durch das folgende Verfahren glatt vermieden, indem die Reduction des Cotarnins in saurer Lösung bei gewöhnlicher Temperatur mit Hülfe von elektrolytisch gewonnenem Wasserstoff quantitativ gelingt und sofort ein, analysenreines, weifses Product liefert.These disadvantages of the preparation of the hydrocotarnine are eliminated by the following procedure smoothly avoided by reducing the cotarnine in acidic solution with ordinary Temperature with the help of electrolytically obtained hydrogen succeeds quantitatively and immediately delivers an analytically pure, white product.
Beispiel: 100 g Rohcotarnin, gelöst in der fünffachen Menge verdünnter Schwefelsäure, werden in eine Thonzelle gefüllt, die mit Schwefelsäure von derselben Concentration umgeben ist. Die Thonzelle enthält als Kathode ein Platinblech. Die Anodenelektrode wird ebenfalls von einem Platinblech gebildet. Die Reduction fand bei 2 Ampere und 4 Volt statt. In einer Stunde war die Reaction beendet. Example: 100 g of raw cotarnine dissolved in the five times the amount of dilute sulfuric acid are filled into a clay cell that is filled with Sulfuric acid is surrounded by the same concentration. The clay cell contains as Cathode a platinum sheet. The anode electrode is also formed from a platinum sheet. The reduction took place at 2 amps and 4 volts. The reaction was over in an hour.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE94949C true DE94949C (en) |
Family
ID=366239
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT94949D Active DE94949C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE94949C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6786369B2 (en) | 2002-03-26 | 2004-09-07 | Valois Sas | Fluid dispenser |
-
0
- DE DENDAT94949D patent/DE94949C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6786369B2 (en) | 2002-03-26 | 2004-09-07 | Valois Sas | Fluid dispenser |
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