CH106100A - Process for the production of a new intermediate product. - Google Patents
Process for the production of a new intermediate product.Info
- Publication number
- CH106100A CH106100A CH106100DA CH106100A CH 106100 A CH106100 A CH 106100A CH 106100D A CH106100D A CH 106100DA CH 106100 A CH106100 A CH 106100A
- Authority
- CH
- Switzerland
- Prior art keywords
- mole
- aminonaphthol
- aniline
- moles
- sulfonic acid
- Prior art date
Links
- 239000013067 intermediate product Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 16
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 7
- 239000007859 condensation product Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 150000001447 alkali salts Chemical class 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 230000002378 acidificating effect Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/70—Other substituted melamines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen Zwischenproduktes. Es wurde gefunden, dass man ein neues Zwischenprodukt, das tertiäre Kondensations produkt von einem Mol. Cyanurchlorid mit einem Mol. Anilin und zwei Mol. 2 . 5-Amino- na.phthol-7-sulfosäure, erhält, wenn man auf ein Mol. Cyanurchlorid in beliebiger Reihen folge ein Mol. Anilin und zwei Mol. 2.5- Aminonaphthol-7-sulfosäure einvTirken lässt.
Diesa Kondensation wird durch Zusam menrühren der Komponenten in einem geeig neten Verdünnungsmittel durchgeführt, und es wurde gefunden, dass Wasser als solches in überraschender Weise sehr gut geeignet ist. Das tertiäre Kondensationsprodukt aus einem Mol. Cvanurchlorid mit einem Mol. Anilin und zwei D,Iol. \? . 5-Aminonaphthol- 7-sulfosäure bildet als Alkalisalz ein in Wasser lösliches, fast farbloses Pulver.
Es enthält kein reaktionsfähiges Chloratom mehr und stellt ein wertvolles Ausgangsmaterial zur Herstellung vo.n Farbstoffen dar.
Beisel: Eine fein verteilte Aufschlemmung von 18,5 Teilen Cyanurchlorid in 1000 Teilen Wasser wird mit Salzsäure schwach sauer gestellt und nach und nach bei 0 unter Rüh ren mit einer Lösung von 26,2 Teilen 2. 5 aminonaphthol-7-sulfosaurem Natrium in 500 Teilen Wasser versetzt, wobei man durch Zu gabe von Sodalösung (im ganzen 5,3 Teile) die Reaktion immer schwach sauer hält.
Die so erhaltene klare Lösung wird in der Kälte mit Soda neutralisiert und mit einer wei teren Lösung von 26,2 Teilen des Natron salzes der 2.5-Aminonaphthol-7-sulfosäure versetzt, wobei man durch Zugabe von Soda lösung die Reaktion schwach sauer hält.
Ist alle 2.5-Aminonaphthol-7-sulfosäure ver- schwunden, so neutralisiert man vollständig, setzt 9,3 Teile Anilin hinzu und kocht eine Stunde am Rückflusskühler. Nachdem man die entstandene Salzsäure abermals neutrali siert, isoliert man das tertiäre Kondensations produkt aus einem Mol. Cyanurchlorid, einem Mol. Anilin und zwei Mol. 2 . 5-Aminonaph- thol-7-sulfosäure durch Aussalzen und Fil trieren.
Process for the production of a new intermediate product. It has been found that a new intermediate product, the tertiary condensation product of one mole of cyanuric chloride with one mole of aniline and two moles of 2. 5-Amino-naphthol-7-sulfonic acid is obtained when one mole of aniline and two moles of 2.5-aminonaphthol-7-sulfonic acid are allowed to act in any order on one mole of cyanuric chloride.
This condensation is carried out by stirring the components together in a suitable diluent, and it has been found that water as such is, surprisingly, very suitable. The tertiary condensation product of one mole of vanuric chloride with one mole of aniline and two D, Iol. \? . As an alkali salt, 5-aminonaphthol-7-sulfonic acid forms an almost colorless powder which is soluble in water.
It no longer contains a reactive chlorine atom and is a valuable starting material for the production of dyes.
Beisel: A finely divided slurry of 18.5 parts of cyanuric chloride in 1000 parts of water is made slightly acidic with hydrochloric acid and gradually at 0 with stirring with a solution of 26.2 parts of 2.5 aminonaphthol-7-sulfonic acid sodium in 500 Parts of water are added, the reaction always being kept slightly acidic by adding soda solution (5.3 parts in all).
The clear solution thus obtained is neutralized in the cold with soda and treated with a white direct solution of 26.2 parts of the sodium salt of 2.5-aminonaphthol-7-sulfonic acid, the reaction being kept slightly acidic by adding soda solution.
When all the 2,5-aminonaphthol-7-sulfonic acid has disappeared, it is completely neutralized, 9.3 parts of aniline are added and the mixture is refluxed for one hour. After the hydrochloric acid formed is neutralized again, the tertiary condensation product is isolated from one mole of cyanuric chloride, one mole of aniline and two moles of 2. 5-aminonaphthol-7-sulfonic acid by salting out and filtering.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH103430T | 1922-09-07 | ||
| CH106100T | 1922-09-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH106100A true CH106100A (en) | 1924-08-01 |
Family
ID=25706399
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH106100D CH106100A (en) | 1922-09-07 | 1922-09-07 | Process for the production of a new intermediate product. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH106100A (en) |
-
1922
- 1922-09-07 CH CH106100D patent/CH106100A/en unknown
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