CH134275A - Process for the preparation of a condensation product of the benzodiazine series. - Google Patents
Process for the preparation of a condensation product of the benzodiazine series.Info
- Publication number
- CH134275A CH134275A CH134275DA CH134275A CH 134275 A CH134275 A CH 134275A CH 134275D A CH134275D A CH 134275DA CH 134275 A CH134275 A CH 134275A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation product
- benzodiazine
- series
- preparation
- product
- Prior art date
Links
- 239000007859 condensation product Substances 0.000 title claims description 7
- WCZVZNOTHYJIEI-UHFFFAOYSA-N Cinnoline Chemical class N1=NC=CC2=CC=CC=C21 WCZVZNOTHYJIEI-UHFFFAOYSA-N 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000000543 intermediate Substances 0.000 claims description 2
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- TUQSVSYUEBNNKQ-UHFFFAOYSA-N 2,4-dichloroquinazoline Chemical compound C1=CC=CC2=NC(Cl)=NC(Cl)=C21 TUQSVSYUEBNNKQ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Description
Verfahren zur Darstellung eines Kondensationsproduktes der Benzodiazinreihe. Gegenstand dieses Patentes ist ein Ver fahren zur Darstellung eines Kondensations produktes der Benzodiazinreihe von der Formel:
EMI0001.0005
welches dadurch gekennzeichnet ist, dass man 1 Mol. 2.4-Dihalogenchinazolin mit 2 Mol. 2-Amino-5-ogynaphtalin-7-sulfosäure konden siert. Das Kondensationsprodukt soll als Zwi schenprodukt für Farbstoffe oder auch für pharmazeutische Produkte gebraucht werden.
<I>Beispiel:</I> Man löst 19,9 Gewichtsteile 2. 4-Dichlor- chinazolin (110 Mol.) in 23,5 Volumenteilen Aceton und tropft diese Lösung unter gutem Rühren bei 65 zu einer Lösung von 52 Ge wichtsteilen 2-Amino-5-ogynaphtalin-7-sulfo- säure (saures Natriumsalz), 2/10 Mol.) und 33,0 Gewichtsteilen kristallisiertem Natrium acetat in 600 Volumenteilen Wasser.
Man hält etwa zwei Stunden auf 70 , erhitzt dann unter gleichzeitigem Abdestillieren des Ace tons auf und hält diese Temperatur bis die 2-Amino-5-ogynaphtalin-7-sulfosäure fast ganz verschwunden ist. Durch Aussalzen erhält man ein Natriumsalz des Kondensationspro duktes von der in der Einleitung angege benen Formel;
als gelblich grauen schleimigen Niederschlag, nach dem Filtrieren und Trock- nen als graues, in Wasser mit schwach gelblicher Farbe leicht lösliches Pulver, das nicht mehr mit salpetriger Säure reagiert, in alkalischer Lösung keine Fluoreszenz besitzt und mit 2 Mol. von Diazoverbindungen kuppelt.
Process for the preparation of a condensation product of the benzodiazine series. The subject of this patent is a process for the preparation of a condensation product of the benzodiazine series of the formula:
EMI0001.0005
which is characterized in that 1 mole of 2,4-dihaloquinazoline is condensed with 2 moles of 2-amino-5-ogynaphthalene-7-sulfonic acid. The condensation product should be used as an inter mediate product for dyes or for pharmaceutical products.
<I> Example: </I> 19.9 parts by weight of 2,4-dichloroquinazoline (110 mol.) Are dissolved in 23.5 parts by volume of acetone, and this solution is added dropwise with thorough stirring at 65 to a solution of 52 parts by weight of 2 -Amino-5-ogynaphthalene-7-sulfonic acid (acid sodium salt), 2/10 mol.) And 33.0 parts by weight of crystallized sodium acetate in 600 parts by volume of water.
It is kept at 70 for about two hours, then heated while the ace tons are distilled off at the same time and this temperature is maintained until the 2-amino-5-ogynaphthalene-7-sulfonic acid has almost completely disappeared. Salting out gives a sodium salt of the condensation product of the formula given in the introduction;
as a yellowish gray slimy precipitate, after filtering and drying as a gray powder, easily soluble in water with a slightly yellowish color, which no longer reacts with nitrous acid, has no fluorescence in alkaline solution and couples with 2 mol. of diazo compounds.
Claims (1)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE134275X | 1926-12-13 | ||
CH133192T | 1927-12-12 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH134275A true CH134275A (en) | 1929-07-15 |
Family
ID=25711986
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH134275D CH134275A (en) | 1926-12-13 | 1927-12-12 | Process for the preparation of a condensation product of the benzodiazine series. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH134275A (en) |
-
1927
- 1927-12-12 CH CH134275D patent/CH134275A/en unknown
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