CH156442A - Process for the preparation of a derivative of 3-nitro-4-oxybenzamide. - Google Patents
Process for the preparation of a derivative of 3-nitro-4-oxybenzamide.Info
- Publication number
- CH156442A CH156442A CH156442DA CH156442A CH 156442 A CH156442 A CH 156442A CH 156442D A CH156442D A CH 156442DA CH 156442 A CH156442 A CH 156442A
- Authority
- CH
- Switzerland
- Prior art keywords
- nitro
- preparation
- oxybenzamide
- derivative
- phenylenediamine
- Prior art date
Links
Description
Verfahren zur Darstellung eines Abkömmlings des 3-Nitro-4-oaybenzamids. Es wurde gefunden, dass man zu neuen wertvollen Zwischenprodukten gelangt, wenn man 3-Nitro-4-acyloxybenzoesäurehalogenide
EMI0001.0004
(Ac=Acidyl, z.
B. 0HsC0-, H5C#",OOC-; Hlg - Halogen) bezw. ihre Kernsubstitutions- produkte mit solchen aromatischen Amino- verbindungen umsetzt, welche in ortho-Stellung zur Aminogruppe eine Amino-, Hydroxyl- oder Mercaptogruppe,
oder in peri-Stellung zur Aminogruppe eine weitere Aminogruppe enthalten, und die Umsetzungsprodukte, so weit sie noch keine heterocyklischen Verbin dungen darstellen, mit zum Ringschluss füh renden Mitteln behandelt. Gegenstand vorliegender Erfindung ist nun ein Verfahren zur Darstellung eines Ab kömmlings des 3-Nitro-4-oxybenzamids, da durch gekennzeichnet, dass man 3-Nitro-4- acyl-oxyberizoesäurebalogenid mit 1.2-Pheny- lendiamin umsetzt.
Die so erhaltene Substanz ist ein wert volles Zwischenprodukt zur Herstellung von Farbstoffen.
<I>Beispiel:</I> <B>10,8</B> gr 1.2-Phenylendiamin werden in 700 cm' Wasser gelöst, 70 gr kristallisiertes Natriumacetat zugesetzt und unter heftigem Rühren bei<B>600</B> 24,3 gr 3-Nitro-4-acetoxy- benzoylchlorid rasch eingetragen. Die Reak tion tritt sofort ein und das Umsetzungspro dukt scheidet sich aus.
Aus Äthylo,lkobol umkristallisiert, bildet es gelblich gefärbte Nädelchen vom Schmelzpunkt<B>186'.</B> Es ist in verdünnter Natronlauge mit tiefgelber Farbe löslich, reagiert nicht mehr mit sal- petriger Säure und besitzt demnach die Formel
EMI0002.0002
Process for the preparation of a derivative of 3-nitro-4-oaybenzamide. It has been found that new valuable intermediates are obtained if 3-nitro-4-acyloxybenzoic acid halides are used
EMI0001.0004
(Ac = acidyl, e.g.
B. 0HsC0-, H5C # ", OOC-; Hlg - halogen) or their core substitution products with those aromatic amino compounds which have an amino, hydroxyl or mercapto group in the ortho position to the amino group,
or contain a further amino group in the peri-position to the amino group, and the reaction products, insofar as they do not yet represent heterocyclic compounds, are treated with agents leading to ring closure. The present invention now provides a method for the preparation of a derivative of 3-nitro-4-oxybenzamide, characterized in that 3-nitro-4-acyl-oxyberizoic acid halide is reacted with 1,2-phenylenediamine.
The substance obtained in this way is a valuable intermediate for the production of dyes.
<I> Example: </I> <B> 10.8 </B> g 1,2-phenylenediamine are dissolved in 700 cm 'of water, 70 g crystallized sodium acetate are added and with vigorous stirring at <B> 600 </B> 24 , 3 grams of 3-nitro-4-acetoxybenzoyl chloride entered quickly. The reaction occurs immediately and the conversion product is eliminated.
Recrystallized from ethyl alcohol, it forms yellowish needles with a melting point of <B> 186 '. </B> It is soluble in dilute caustic soda with a deep yellow color, no longer reacts with hydrochloric acid and thus has the formula
EMI0002.0002
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE156442X | 1930-06-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH156442A true CH156442A (en) | 1932-08-15 |
Family
ID=5677817
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH156442D CH156442A (en) | 1930-06-27 | 1931-06-13 | Process for the preparation of a derivative of 3-nitro-4-oxybenzamide. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH156442A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5375713A (en) * | 1993-12-08 | 1994-12-27 | Philips Electronics North America Corporation | Packed electric lamp of triangular planform |
-
1931
- 1931-06-13 CH CH156442D patent/CH156442A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5375713A (en) * | 1993-12-08 | 1994-12-27 | Philips Electronics North America Corporation | Packed electric lamp of triangular planform |
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