CH220105A - Process for the preparation of a compound of the diaryl series. - Google Patents
Process for the preparation of a compound of the diaryl series.Info
- Publication number
- CH220105A CH220105A CH220105DA CH220105A CH 220105 A CH220105 A CH 220105A CH 220105D A CH220105D A CH 220105DA CH 220105 A CH220105 A CH 220105A
- Authority
- CH
- Switzerland
- Prior art keywords
- diaryl
- compound
- series
- preparation
- benzene
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 4
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 title claims description 4
- 238000000034 method Methods 0.000 title description 3
- 238000002360 preparation method Methods 0.000 title description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
- 239000007789 gas Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 2
- 239000013067 intermediate product Substances 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- FIZIRKROSLGMPL-UHFFFAOYSA-N phenoxazin-1-one Chemical compound C1=CC=C2N=C3C(=O)C=CC=C3OC2=C1 FIZIRKROSLGMPL-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 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
- C09B19/00—Oxazine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum ]Elauptpatent Nr. <B>215658.</B> Verfahren zur Herstellung einer Verbindung der Diarylreihe. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung einer Verbindung der Diarylreihe, dadurch gekennzeichnet, dass man in ein Gemisch von 1,3,4-Trichlor-7- amino-plienoxazon (2) und einem Überschuss von Benzol nitrose Gase einleitet.
Das so erhaltene 1,3,4-Trichlor-7-pheny,1- phenoxazon (2) ist ein roter kristalliner Körper vom Schmelzpunkt<B>235 " C.</B> Er soll als Zwi schenprodukt zur Herstellung von Farbstoffen und pharniazeutischen Produkten Verwendung finden. <I>Beispiel:</I> Man schlämmt<B>80</B> Teile fein gemahlenes 1,3,4-Trichlor-7-amino-phenoxazon (2) in etwa 2400 Teilen Benzol an und leitet bei<B>50-60'</B> C nitrose Gase ein. Nach Beendigung der Re aktion filtriert man die rote Lösung von ge ringen Mengen benzolunlöslicher Verunreini gungen und destilliert den grössten Teil des Benzols ab.
Die beim Abkühlen ausfallenden roten Kristalle sind reines 1,3,4-Trichlor-7- phenylphenoxazon (2) der Formel
EMI0001.0019
vom Schmelzpunkt<B>235 0 C.</B>
Aus dem Benzolfiltrat können noch die letzten Anteile des Reaktionsproduktes ge wonnen werden, wenn man zur Trockne dampft, den Rückstand zum Beispiel mit<B>Al-</B> kohol vermahlt und den alkoholunlöslichen Teil zum Beispiel aus Tetrachloräthan um kristallisiert.
Additional patent to] Elauptpatent No. <B> 215658. </B> Process for producing a compound of the diaryl series. The present patent relates to a process for the preparation of a compound of the diaryl series, characterized in that nitrous gases are introduced into a mixture of 1,3,4-trichloro-7-aminoplienoxazone (2) and an excess of benzene.
The 1,3,4-trichloro-7-pheny, 1-phenoxazon (2) obtained in this way is a red crystalline body with a melting point of <B> 235 "C. </B> It is intended as an intermediate product for the production of dyes and pharmaceuticals Products are used. <I> Example: </I> <B> 80 </B> parts of finely ground 1,3,4-trichloro-7-aminophenoxazone (2) are slurried in about 2400 parts of benzene and passed through at <B> 50-60 '</B> C nitrous gases are drawn in. After the reaction has ended, the red solution is filtered to remove small amounts of benzene-insoluble impurities and most of the benzene is distilled off.
The red crystals which precipitate on cooling are pure 1,3,4-trichloro-7-phenylphenoxazone (2) of the formula
EMI0001.0019
with a melting point of 235 ° C.
The last portions of the reaction product can still be obtained from the benzene filtrate by evaporating to dryness, grinding the residue, for example with alcohol, and recrystallizing the alcohol-insoluble part, for example from tetrachloroethane.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE220105X | 1939-02-04 | ||
| CH215658T | 1939-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH220105A true CH220105A (en) | 1942-03-15 |
Family
ID=25725739
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH220105D CH220105A (en) | 1939-02-04 | 1939-02-22 | Process for the preparation of a compound of the diaryl series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH220105A (en) |
-
1939
- 1939-02-22 CH CH220105D patent/CH220105A/en unknown
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