CH110415A - Process for the preparation of an anthracene derivative. - Google Patents
Process for the preparation of an anthracene derivative.Info
- Publication number
- CH110415A CH110415A CH110415DA CH110415A CH 110415 A CH110415 A CH 110415A CH 110415D A CH110415D A CH 110415DA CH 110415 A CH110415 A CH 110415A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- brown
- anthracene derivative
- anthrachirron
- preparation
- Prior art date
Links
- 150000001454 anthracenes Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000002253 acid Substances 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- HDFRDWFLWVCOGP-UHFFFAOYSA-N carbonothioic O,S-acid Chemical compound OC(S)=O HDFRDWFLWVCOGP-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 2
- -1 anthraquinone mercaptocarboxylic acid Chemical compound 0.000 claims description 2
- 239000003638 chemical reducing agent Substances 0.000 claims description 2
- 239000013067 intermediate product Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/22—Ortho- or ortho- and peri-condensed systems containing three rings containing only six-membered rings
- C07C2603/24—Anthracenes; Hydrogenated anthracenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Anthracenderivates. Es wurde gefunden, dass man ein neues Anthracenderivat, die2,3-Anthracerimerkaptö- karbonsäure erhält, wenn man die 2,3-Anthra- chinonmer-kaptokarbonsäure mitgeeigrreterr Re duktionsmitteln behandelt.
Das so dargestellte Produkt bildet ein hell oranges Pulver, das sich in Schwefelsäurebraun löst, und aus dieser Lösung als olivebraune Flocken mit Wasser gefällt wird. Alkalien lösen gelbbraun zum Unterschied von den rotvioletten Lösungen der Anthrachinonmer- kaptokarbonsäure. Die 2,3-Anthracenmerkap- tokarbonsäure ist ein wertvolles Zwischenpro dukt zur Herstellung von Farbstoffen. Beispiel:
30 Teile 2,3-Anthrachirronmerkaptokarbou- säure, 400 Teile Ammoniak 12 % und 60 Teile Zinkstaub werden unter gutem Rühren 4-5 Stunden auf 80-90 erwärmt. Die zunächst tief kirschrote Lösung geht während der Re- duktion in braun über. Dann wird abgesaugt und mit Säure gefällt.
Process for the preparation of an anthracene derivative. It has been found that a new anthracene derivative, the 2,3-anthracerimerkaptocarboxylic acid, is obtained if the 2,3-anthracinonemercaptocarboxylic acid is treated with reducing agents.
The product presented in this way forms a light orange powder that dissolves in sulfuric acid brown and is precipitated from this solution as olive-brown flakes with water. Alkalis dissolve yellow-brown in contrast to the red-violet solutions of anthraquinone mercaptocarboxylic acid. The 2,3-anthracene mercapto carboxylic acid is a valuable intermediate product for the manufacture of dyes. Example:
30 parts of 2,3-anthrachirron mercaptocarbous acid, 400 parts of ammonia 12% and 60 parts of zinc dust are heated to 80-90 for 4-5 hours with thorough stirring. The initially deep cherry-red solution turns brown during the reduction. Then it is suctioned off and precipitated with acid.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH103647T | 1923-01-24 | ||
| CH110415T | 1924-07-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH110415A true CH110415A (en) | 1925-06-01 |
Family
ID=25706519
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH110415D CH110415A (en) | 1923-01-24 | 1924-07-22 | Process for the preparation of an anthracene derivative. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH110415A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017055548A1 (en) | 2015-09-30 | 2017-04-06 | Woodwelding Ag | Securing a second object to a first object |
-
1924
- 1924-07-22 CH CH110415D patent/CH110415A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017055548A1 (en) | 2015-09-30 | 2017-04-06 | Woodwelding Ag | Securing a second object to a first object |
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