CH146445A - Process for the preparation of 5.7-dibromo- (2) -thionaphten-4'-methyl-5'-chloro-7'-methoxy- (2 ') -indole-indigo. - Google Patents
Process for the preparation of 5.7-dibromo- (2) -thionaphten-4'-methyl-5'-chloro-7'-methoxy- (2 ') -indole-indigo.Info
- Publication number
- CH146445A CH146445A CH146445DA CH146445A CH 146445 A CH146445 A CH 146445A CH 146445D A CH146445D A CH 146445DA CH 146445 A CH146445 A CH 146445A
- Authority
- CH
- Switzerland
- Prior art keywords
- dibromo
- methoxy
- chloro
- indigo
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 229940097275 indigo Drugs 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 6
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- WROYNBDJGPORTE-UHFFFAOYSA-N 5-chloro-7-methoxy-4-methyl-1h-indole-2,3-dione Chemical class COC1=CC(Cl)=C(C)C2=C1NC(=O)C2=O WROYNBDJGPORTE-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical class C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 1
- ORFSSYGWXNGVFB-UHFFFAOYSA-N sodium 4-amino-6-[[4-[4-[(8-amino-1-hydroxy-5,7-disulfonaphthalen-2-yl)diazenyl]-3-methoxyphenyl]-2-methoxyphenyl]diazenyl]-5-hydroxynaphthalene-1,3-disulfonic acid Chemical compound COC1=C(C=CC(=C1)C2=CC(=C(C=C2)N=NC3=C(C4=C(C=C3)C(=CC(=C4N)S(=O)(=O)O)S(=O)(=O)O)O)OC)N=NC5=C(C6=C(C=C5)C(=CC(=C6N)S(=O)(=O)O)S(=O)(=O)O)O.[Na+] ORFSSYGWXNGVFB-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Indole Compounds (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung von i;.7-Dibrom-(2)-thionapliten-4'-inetliyl-5'-clilor-7'- methogy-(2')-indol-indigo. Gegenstand dieses Patentes ist ein Ver fahren zur Darstellung von 5.7-Dibrom-(2)- thioriaphten-4' - methyl - 5' -chlor - 7' - methoxy- (2')-indol-iridigo, welches dadurch gekennzeich net ist, dass man 5.
7-Dibrom-3-oxy-thionaph- ten in Gegenwart eines indifferenten organi schen Lösungsmittels mit einem reaktions fälligen a -Derivat des 4 - hlethyl-5-chlor-7- methoxy-isatins kondensiert. Beispiel: 30,8 Gewichtsteile 5 . 7 -Dibrom-3-oxy-1- thionapliten werden in 180 Gewichtsteilen Chlorbenzol kochend gelöst und filtriert.
Die filtrierte Lösung wird bei 40-50 C in eine Lösung von 4-Methyl-5-ohlor-7-inethoxy-isatin- a-chlorid, hergestellt aus 22,6 Gewichtsteilen dieses Isatinderivates wie im Hauptpatent angegeben, eingerührt. Nach kurzem Kochen ist die Kondensation beendet. Der ausgeschie dene Farbstoff wird abgesaugt, mit Chlor- Benzol und Sprit gewaschen. -In konzentrier ter Schwefelsäure löst er sich reit grünblauer Farbe, in heissem Nitrobenzol mit leuchtend blauer Farbe. Baumwolle und Wolle werden aus der alkalischen Hydrosulfitküpe in rein blauen Tönen angefärbt.
Die Färbungen sind noch etwas klarer und grüner als die des nach dem Verfahren des Zusatzpatentes Nr.<B>145897</B> erbaltPnen Farbstoffes.
Process for the preparation of i; .7-dibromo- (2) -thionapliten-4'-inetliyl-5'-clilor-7'-methogy- (2 ') -indole-indigo. The subject of this patent is a process for the representation of 5.7-dibromo (2) - thioriaphten-4 '- methyl - 5' -chlor - 7 '- methoxy- (2') - indole-iridigo, which is characterized by that one 5.
7-Dibromo-3-oxy-thionaph- ten condensed in the presence of an inert organic solvent with a reactive α-derivative of 4-methyl-5-chloro-7-methoxy-isatin. Example: 30.8 parts by weight 5. 7-Dibromo-3-oxy-1-thionaplites are dissolved at the boil in 180 parts by weight of chlorobenzene and filtered.
The filtered solution is stirred into a solution of 4-methyl-5-chloro-7-ynethoxy-isatin-a-chloride, prepared from 22.6 parts by weight of this isatin derivative as indicated in the main patent, at 40-50 ° C. After a short boil, the condensation has ended. The excreted dye is filtered off with suction, washed with chloro-benzene and fuel. -It dissolves in concentrated sulfuric acid with a green-blue color, in hot nitrobenzene with a bright blue color. Cotton and wool are dyed in pure blue shades from the alkaline hydrosulfite vat.
The colors are a little clearer and greener than those of the dye obtained by the process of additional patent no. <B> 145897 </B>.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE146445X | 1928-04-07 | ||
| CH143034T | 1929-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH146445A true CH146445A (en) | 1931-04-15 |
Family
ID=25714219
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH146445D CH146445A (en) | 1928-04-07 | 1929-04-04 | Process for the preparation of 5.7-dibromo- (2) -thionaphten-4'-methyl-5'-chloro-7'-methoxy- (2 ') -indole-indigo. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH146445A (en) |
-
1929
- 1929-04-04 CH CH146445D patent/CH146445A/en unknown
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