CH293608A - Process for the preparation of a derivative of 4,4'-diamino-stilbene-disulfonic acid- (2,2 '). - Google Patents
Process for the preparation of a derivative of 4,4'-diamino-stilbene-disulfonic acid- (2,2 ').Info
- Publication number
- CH293608A CH293608A CH293608DA CH293608A CH 293608 A CH293608 A CH 293608A CH 293608D A CH293608D A CH 293608DA CH 293608 A CH293608 A CH 293608A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- stilbene
- disulfonic acid
- amino
- disodium salt
- Prior art date
Links
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Description
Verfahren zur Herstellung eines Derivates der 4,4'-Diamino-atilhen-disulfonsäure-(2,2'). Es wurde gefunden, dass man zu einem neuen Derivat der 4,4'-Dia.mino-stilben-disul- fonsäure-(2,2') gelangt, wenn man 1 Mol des Dinatriumsalzes der 4-Amino-4'-[2-anilido-4- (fl- oxyäthylamino) -1,3,5 - triazyl - (6) - amino ] - stilben-disulfonsäure-(2,2'),
hergestellt durch Kondensation von 1 11o1 Cvanurchlorid mit 1 11o1 des Dinatriumsalzes der 4-Nitro-4'- amino-stilben-(lisulfonsäure-(2,2'), 1 llol llono-
EMI0001.0021
stellt ein hellgelbes, wasserlösliches Pulver dar und kann als optisches Bleichmittel für Cellulosefasern verwendet werden.
<I>Beispiel:</I> Durch Kondensation von 1. Mol Cyanur- chlorid mit 1 Mol des Dinatriumsalzes der 4-- Nitro- 4'- aznino-stil.ben-disulfonsäure- (2,2'), 1 Mol Monoäthanolamin und 1 Mol Anilin und anschliessende Reduktion stellt.
man zuerst die 4 - Amino - 4'- [2 - anilido - 4- (ss-oxyäthylamino) - 1,3,5-triazyl - (6) -amino ] -stilben-disulfonsäure- (2,2') her. äthanolamin und 1 Mol Anilin und anschlie ssende Reduktion des Nitrokörpers zum Amin, mit. 1 Mol 3-llethyl-4-methoxybenzoylchlor id umsetzt.
Das so erhaltene neue Dinatriumsalz der 4-[ (3-Methyl-4-methoxy-benzoyl)-amino]-4'- [ 2 - anilido - 4 - (ss-oxyäthylamino )-1,3,5-triazyl- (6) -amino] -stilben-disulfonsäure- (2,2')
der Formel 30 Teile dieses Produktes werden mit 250 Teilen 50 % igem Aceton verrührt und mit Natriumhydroxyd neutralisiert. Zu der erhal tenen Lösung gibt man innerhalb von einer Stunde bei 10 bis 15 unter Aufrechterhaltung einer schwach alkalischen Reaktion 8,5 Teile 3-llethyl-4-methoxy-benzoylehlorid hinzu.
So bald das Ausgangsmaterial verschwunden ist, destilliert man die Hauptmenge des Acetons im Vakuum bei niedriger Temperatur ab, fügt zu dem Rückstand wässerige Natriumehlorid- lösung hinzu, kühlt, auf Raumtemperatur ab, filtriert das abgeschiedene Kondensationspro- Bukt, wäscht es mit Natriumchloridlösung und trocknet.
Das so erhaltene Dinatriumsalz der 4-[ (3- Metliyl - 4 - methoxy-benzoyl) -amino) - 4'- [ 2-ani- lido-4- (ss-oxyäthylamino) -1,3,5-triazyl- (6)- ainino]-stilben-distilfonsä.ure-(2,2') bildet ein Hellgelbes Pulver, das in Wasser löslich ist.
Process for the preparation of a derivative of 4,4'-diamino-atilhen-disulfonic acid- (2,2 '). It has been found that a new derivative of 4,4'-dia.mino-stilbene-disulphonic acid- (2,2 ') is obtained if 1 mol of the disodium salt of 4-amino-4' - [2 -anilido-4- (fl- oxyäthylamino) -1,3,5-triazyl - (6) - amino] - stilbene-disulfonic acid- (2,2 '),
produced by condensation of 1 11o1 cvanuric chloride with 1 11o1 of the disodium salt of 4-nitro-4'-amino-stilbene- (lisulfonic acid- (2.2 '), 1 llol llono-
EMI0001.0021
is a light yellow, water-soluble powder and can be used as an optical bleaching agent for cellulose fibers.
<I> Example: </I> By condensation of 1st mole of cyanuric chloride with 1 mole of the disodium salt of 4-nitro-4'-aznino-stil.ben-disulfonic acid- (2.2 '), 1 mole monoethanolamine and 1 mole of aniline and subsequent reduction.
the 4 - amino - 4'- [2 - anilido - 4- (ss-oxyäthylamino) - 1,3,5-triazyl- (6) -amino] -stilbene-disulfonic acid- (2,2 ') are produced. ethanolamine and 1 mol of aniline and subsequent reduction of the nitro body to the amine, with. 1 mol of 3-llethyl-4-methoxybenzoylchloride reacted.
The new disodium salt of 4- [(3-methyl-4-methoxy-benzoyl) -amino] -4'- [2-anilido-4 - (s-oxyäthylamino) -1,3,5-triazyl- (6 ) -amino] -stilbene-disulfonic acid- (2,2 ')
of the formula 30 parts of this product are mixed with 250 parts of 50% strength acetone and neutralized with sodium hydroxide. 8.5 parts of 3-llethyl-4-methoxy-benzoylechloride are added to the obtained solution over the course of one hour at 10 to 15 while maintaining a weakly alkaline reaction.
As soon as the starting material has disappeared, the bulk of the acetone is distilled off in vacuo at low temperature, aqueous sodium chloride solution is added to the residue, the mixture is cooled to room temperature, the condensation product which has separated out is filtered off, washed with sodium chloride solution and dried.
The disodium salt of 4- [(3-methyl-4-methoxy-benzoyl) -amino) -4'- [2-anilido-4- (s-oxyäthylamino) -1,3,5-triazyl- ( 6) - ainino] -stilbene-distilfonsä.ure- (2,2 ') forms a light yellow powder which is soluble in water.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH287192T | 1949-10-28 | ||
CH293608T | 1949-10-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH293608A true CH293608A (en) | 1953-09-30 |
Family
ID=25732682
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH293608D CH293608A (en) | 1949-10-28 | 1949-10-28 | Process for the preparation of a derivative of 4,4'-diamino-stilbene-disulfonic acid- (2,2 '). |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH293608A (en) |
-
1949
- 1949-10-28 CH CH293608D patent/CH293608A/en unknown
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