CH146441A - Process for the preparation of 4-methyl-5.7-dichloro- (2) -thionaphten-4'-methyl-5'-chloro-7'-methoxy- (2 ') -indole-indigo. - Google Patents
Process for the preparation of 4-methyl-5.7-dichloro- (2) -thionaphten-4'-methyl-5'-chloro-7'-methoxy- (2 ') -indole-indigo.Info
- Publication number
- CH146441A CH146441A CH146441DA CH146441A CH 146441 A CH146441 A CH 146441A CH 146441D A CH146441D A CH 146441DA CH 146441 A CH146441 A CH 146441A
- Authority
- CH
- Switzerland
- Prior art keywords
- methyl
- dichloro
- chloro
- methoxy
- indole
- Prior art date
Links
- 229940097275 indigo Drugs 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000000975 dye Substances 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 239000000460 chlorine Substances 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 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 2
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Indole Compounds (AREA)
Description
Verfahren zur Darstellung von 4-Nethyl-5.7-diclalor-(2)-thionaphten-4'-methyl- 6'-chlor-7'-methosy-(2')-indol-indigo. hol vom Chlorbenzol befreit. Der 4-1VIethyl- 5.7-dichlor-(2)-thionaphteii-4'- methyl-5'-cblor- 7'-inethoxy-(2')-indol-indigo färbt die Faser aus gelboliver Küpe in klaren blauen Tönen von guter Wasch-, Koch- und Chlorechtheit.
Der Farbton ist grüner als der der Farbstoffe des Hauptpatentes Nr. 143034 und des Zu satzpatentes Nr. 1.45891. Gegenstand dieses Patentes ist ein Ver fahren zur Darstellung von 4-Methyl-5. 7- dichlor - (2) - thionaphten-4'-methyl-5'-chlor-7'- methoxy-(2')-indol-indigo, welches dadurch ge kennzeichnet ist,
dass man 4-Methyl-5.7- dichlor-3-oxy-thionaphten in Gegenwart eines indifferenten organischen Lösungsmittels mit einem reaktionsfähigen a-Derivat des 4-Methyl- 5-chlor-7-methoxy-isatins kondensiert.
Beispiel: 22,6 Gewichtsteile 4-Methyl-5-chlor-7- methoxy-isatin werden durch Erwärmen mit 22 Gewichtsteilen Phosphorpentachlorid in 200 Gewichtsteilen Chlorbenzol in das Isatin- a-chlorid verwandelt und mit einer Lösung von 23,3 Gewichtsteilen 4-Methyl-5.7-dichlor- 3-oxy-l-thionaphten in 200 Gewichtsteilen Chlorbenzol vereinigt. Der neue Farbstoff wird filtriert und durch Waschen mit Alko-
Process for the preparation of 4-Nethyl-5.7-diclalor- (2) -thionaphten-4'-methyl-6'-chloro-7'-methosy- (2 ') -indole-indigo. get rid of chlorobenzene. The 4-1VIethyl- 5.7-dichloro- (2) -thionaphteii-4'-methyl-5'-cblor- 7'-inethoxy- (2 ') - indole-indigo dyes the fiber from the yellow-olive vat in clear blue shades of good Fastness to washing, boiling and chlorine.
The color is greener than that of the dyes of the main patent No. 143034 and the additional patent No. 1.45891. The subject of this patent is a process for the preparation of 4-methyl-5. 7- dichloro - (2) - thionaphten-4'-methyl-5'-chloro-7'-methoxy- (2 ') - indole-indigo, which is characterized by
that 4-methyl-5.7-dichloro-3-oxy-thionaphthene is condensed in the presence of an inert organic solvent with a reactive α-derivative of 4-methyl-5-chloro-7-methoxy-isatin.
Example: 22.6 parts by weight of 4-methyl-5-chloro-7-methoxy-isatin are converted into isatin a-chloride by heating with 22 parts by weight of phosphorus pentachloride in 200 parts by weight of chlorobenzene and with a solution of 23.3 parts by weight of 4-methyl -5.7-dichloro-3-oxy-l-thionaphthene combined in 200 parts by weight of chlorobenzene. The new dye is filtered and washed with alcohol
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE146441X | 1928-04-07 | ||
| CH143034T | 1929-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH146441A true CH146441A (en) | 1931-04-15 |
Family
ID=25714215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH146441D CH146441A (en) | 1928-04-07 | 1929-04-04 | Process for the preparation of 4-methyl-5.7-dichloro- (2) -thionaphten-4'-methyl-5'-chloro-7'-methoxy- (2 ') -indole-indigo. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH146441A (en) |
-
1929
- 1929-04-04 CH CH146441D patent/CH146441A/en unknown
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