DE87175C - - Google Patents
Info
- Publication number
- DE87175C DE87175C DENDAT87175D DE87175DA DE87175C DE 87175 C DE87175 C DE 87175C DE NDAT87175 D DENDAT87175 D DE NDAT87175D DE 87175D A DE87175D A DE 87175DA DE 87175 C DE87175 C DE 87175C
- Authority
- DE
- Germany
- Prior art keywords
- toluidine
- mol
- tolusafranine
- bromoethyl
- oxidation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- OARRHUQTFTUEOS-UHFFFAOYSA-N Safranin Chemical class [Cl-].C=12C=C(N)C(C)=CC2=NC2=CC(C)=C(N)C=C2[N+]=1C1=CC=CC=C1 OARRHUQTFTUEOS-UHFFFAOYSA-N 0.000 claims description 6
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical group CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims description 4
- 229940100198 ALKYLATING AGENTS Drugs 0.000 claims description 3
- 239000002168 alkylating agent Substances 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 125000005998 bromoethyl group Chemical group 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 238000007254 oxidation reaction Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OZCJSIBGTRKJGX-UHFFFAOYSA-N 4-methylcyclohexa-1,5-diene-1,4-diamine Chemical compound CC1(N)CC=C(N)C=C1 OZCJSIBGTRKJGX-UHFFFAOYSA-N 0.000 description 1
- KCXMKQUNVWSEMD-UHFFFAOYSA-N Benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 1
- OCJYIGYOJCODJL-UHFFFAOYSA-N Meclizine Chemical compound CC1=CC=CC(CN2CCN(CC2)C(C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 OCJYIGYOJCODJL-UHFFFAOYSA-N 0.000 description 1
- MWOUGPLLVVEUMM-UHFFFAOYSA-N N-ethyl-2-methylaniline Chemical compound CCNC1=CC=CC=C1C MWOUGPLLVVEUMM-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 229940073608 benzyl chloride Drugs 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B17/00—Azine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT?PATENT OFFICE?
In der Patentschrift Nr. 88954 ist ein Verfahren zur Darstellung von Nneuen Safraninen beschrieben, welches auf der Oxydation von Monoalkyl-o-toluidinen mit gleichen Molecülen eines ρ-Diamine und eines Monamins beruht. Die gleichen Farbstoffe erhält man, wenn man die vom o-Toluidin sich ableitenden Safranine mit Alkylirungsmitteln behandelt.In patent specification No. 88954 there is a method for the preparation of new saffranines described, which is based on the oxidation of monoalkyl-o-toluidines with the same molecules a ρ-diamine and a monamine. The same dyes are obtained if one the safranines derived from o-toluidine are treated with alkylating agents.
36 Theile Tolusafranin (1 Mol.) werden mit einer Mischung aus 100 Theilen Alkohol und 22 Theilen Bromäthyl (2 Mol.) .10 Stunden lang auf ca. i8o° erhitzt. Das Reactionsproduct wird nach dem Abdestilliren des Alkohols in Wasser gelöst und aus der Lösung das alkylirte Tolusafranin mit Kochsalz gefällt. Die mit demselben erzeugten Färbungen entsprechen den Färbungen, welche mit dem durch Oxydation von je ι Mol. ρ-Amidomonoäthyl-otoluidin, Monoäthyl-o-toluidin und o-Toluidin erhaltenen Safranine der Patentschrift Nr. 88954 erzielt werden.36 parts of tolusafranine (1 mol.) Are mixed with 100 parts of alcohol and 22 parts of bromoethyl (2 mol.). Heated to about 180 ° for 10 hours. The reaction product is dissolved in water after the alcohol has been distilled off, and the alkylated from the solution Tolusafranin precipitated with table salt. The colorations produced with the same correspond the colorations which result from the oxidation of ι mol. ρ-amidomonoethyl-otoluidine, Monoethyl-o-toluidine and o-toluidine obtained Safranine of Patent No. 88954 be achieved.
Durch Anwendung von 1 Mol. Bromäthyl auf ι Mol. Tolusafranin erhält man das Monoäthy ltolüsafranin.Monoethy is obtained by using 1 mole of bromoethyl to 1 mole of tolusafranine ltolüsafranin.
In analoger Weise verläuft die Reaction, wenn man an Stelle des Bromäthyls andere Alkylirungsmittel, wie Benzylchlorid, oder wenn man an Stelle des Tolusafranins die gemischten Safranine anwendet, z. B. die durch Oxydation von p-Phenylendiamin mit 2 Mol. o-Toluidin oder von p-Toluylendiamin mit 2 Mol. Anilin erhältlichen Farbstoffe.The reaction proceeds in an analogous manner if other substances are used in place of the bromoethyl Alkylating agents, such as benzyl chloride, or if mixed instead of tolusafranine Using Safranine, e.g. B. the oxidation of p-phenylenediamine with 2 mol. O-toluidine or dyes obtainable from p-tolylenediamine with 2 moles of aniline.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE87175C true DE87175C (en) |
Family
ID=359166
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT87175D Active DE87175C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE87175C (en) |
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0
- DE DENDAT87175D patent/DE87175C/de active Active
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