CH143291A - Process for the preparation of a cyclammonium compound. - Google Patents
Process for the preparation of a cyclammonium compound.Info
- Publication number
- CH143291A CH143291A CH143291DA CH143291A CH 143291 A CH143291 A CH 143291A CH 143291D A CH143291D A CH 143291DA CH 143291 A CH143291 A CH 143291A
- Authority
- CH
- Switzerland
- Prior art keywords
- compound
- cyclammonium
- preparation
- formula
- product
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000004053 quinones Chemical class 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 239000000047 product Substances 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zu Herstellung einer Cyclaminoniuntveriüudung. Es wurde gefunden, dass man eine Cyclammoniumverbindung erhalten kann, wenn man das Produkt der Formel
EMI0001.0005
in nicht alkalischem Medium mit Chinonen oxydiert und auf das gebildete Additions produkt mit dem ebenfalls entstandenen Hydrochinon Alkalien einwirken lässt, Die hierbei ausgeschiedene Cyclammonium- verbindung stellt ein in Wasser schwer lös liches, gelbbraunes Pulver dar.
Dieses bildet durch Behandlung mit Säuren Salze der Formel
EMI0001.0012
die tannierte Baumwolle in violetten Tönen färben. Beispiel: 472 Teile des Produktes der Formel
EMI0002.0001
werden in 4000 Teilen Benzol gelöst bezw. suspendiert und portionenweise 00 Teile Üis- essig und<B>108</B> Teile Chinon innert einer Stunde unter Rühren bei 20' zugefügt.
Zur Vervollständigung der Reaktion rührt man noch weitere 15 bis 20 Stunden bei gewöhnlicher Temperatur und filtriert hierauf von den abgeschiedenen metall glänzenden Kristallen ab. Die Untersuchung des erhaltenen Produktes lässt vermuten. dass ein Additionsprodukt von Ilydro- chinon an das 1 . 3 . 3 . 1' . 8' . 8' - Hexa- methyl - 5 . 5' - diacetylamino - 2 . 2' - strepto- monovinylenindocyaninacetat vorliegt.. Der Körper löst sich leicht in heissem Wasser.
Beim -Versetzen der wässerigen Lösung mit verdünnter Natronlauge fällt die Cyclammo- niumverbindung aus.
Process for the preparation of a cyclaminoniuuud. It has been found that a cyclammonium compound can be obtained by using the product of the formula
EMI0001.0005
oxidized with quinones in a non-alkaline medium and allowed to act on the addition product formed with the hydroquinone alkalis, which are also formed.
This forms salts of the formula when treated with acids
EMI0001.0012
dye the tannic cotton in purple tones. Example: 472 parts of the product of the formula
EMI0002.0001
are dissolved in 4000 parts of benzene or. suspended and 00 parts of acetic acid vinegar and 108 parts of quinone were added in portions over the course of one hour with stirring at 20 °.
To complete the reaction, the mixture is stirred for a further 15 to 20 hours at ordinary temperature and then filtered off from the deposited, shiny metal crystals. Examination of the product obtained suggests. that an addition product of ilydroquinone to the 1. 3. 3. 1' . 8th' . 8 '- hexamethyl - 5. 5 '- diacetylamino - 2. 2 '- strepto- monovinylene indocyanine acetate is present .. The body dissolves easily in hot water.
When the aqueous solution is mixed with dilute sodium hydroxide solution, the cyclammonium compound precipitates.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH143291T | 1928-06-21 | ||
| CH141551T | 1928-06-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH143291A true CH143291A (en) | 1930-10-31 |
Family
ID=25713896
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH143291D CH143291A (en) | 1928-06-21 | 1928-06-21 | Process for the preparation of a cyclammonium compound. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH143291A (en) |
-
1928
- 1928-06-21 CH CH143291D patent/CH143291A/en unknown
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