DE199317C - - Google Patents
Info
- Publication number
- DE199317C DE199317C DENDAT199317D DE199317DA DE199317C DE 199317 C DE199317 C DE 199317C DE NDAT199317 D DENDAT199317 D DE NDAT199317D DE 199317D A DE199317D A DE 199317DA DE 199317 C DE199317 C DE 199317C
- Authority
- DE
- Germany
- Prior art keywords
- hydrochloric acid
- compound
- mercury
- anthranil
- nitrotoluene
- 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 16
- PLAZTCDQAHEYBI-UHFFFAOYSA-N 2-Nitrotoluene Chemical compound CC1=CC=CC=C1[N+]([O-])=O PLAZTCDQAHEYBI-UHFFFAOYSA-N 0.000 claims description 6
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 claims description 6
- FZKCAHQKNJXICB-UHFFFAOYSA-N 2,1-benzoxazole Chemical compound C1=CC=CC2=CON=C21 FZKCAHQKNJXICB-UHFFFAOYSA-N 0.000 claims description 5
- -1 Nitrosobenzyl alcohol Chemical compound 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 5
- 125000004429 atoms Chemical group 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 229910052753 mercury Inorganic materials 0.000 description 2
- 150000002731 mercury compounds Chemical class 0.000 description 2
- CMWKITSNTDAEDT-UHFFFAOYSA-N 2-Nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC=C1C=O CMWKITSNTDAEDT-UHFFFAOYSA-N 0.000 description 1
- RWZYAGGXGHYGMB-UHFFFAOYSA-N Anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 1
- UKWHYYKOEPRTIC-UHFFFAOYSA-N Mercury(II) oxide Chemical compound [Hg]=O UKWHYYKOEPRTIC-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- RCTYPNKXASFOBE-UHFFFAOYSA-M chloromercury Chemical compound [Hg]Cl RCTYPNKXASFOBE-UHFFFAOYSA-M 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910000474 mercury oxide Inorganic materials 0.000 description 1
- 230000001131 transforming Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C201/00—Preparation of esters of nitric or nitrous acid or of compounds containing nitro or nitroso groups bound to a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/20—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings condensed with carbocyclic rings or ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- M 199317 KLASSE 12*^ GRUPPE- M 199317 CLASS 12 * ^ GROUP
alkohols sowie von Anthranil.alcohol and anthranil.
Durch gleichzeitige Einwirkung von Alkalien oder alkalisch wirkenden Mitteln und Quecksilberoxyd auf o-Nitrotoluol entsteht in erster Reihe eine Quecksilberverbindung des o-Nitrotoluols, welche auf I Molekül des o-Nitrotoluolrestes ι Atom Quecksilber enthält. Bei fortgesetzter Reaktion geht die gekennzeichnete Quecksilberverbindung in eine andere über, welches auf ι Molekül desBy simultaneous exposure to alkalis or alkaline agents and Mercury oxide on o-nitrotoluene is primarily a mercury compound of the o-nitrotoluene, which contains ι atom of mercury on 1 molecule of the o-nitrotoluene residue. If the reaction continues, the labeled mercury compound will turn into a others about which on ι molecule of the
ίο o-Nitrotoluolrestes 2 Atome Quecksilber enthält. ίο o-nitrotoluene residue contains 2 atoms of mercury.
Es wurde nun gefunden, daß die Monoquecksilberverbindung bei Behandlung mit Salzsäure eine eingreifende Umwandlung er-It has now been found that the mono-mercury compound when treated with Hydrochloric acid undergoes a radical transformation
x5 leidet. Verwendet man konzentrierte Salzsäure, so erhält man als Einwirkungsprodukt eine Verbindung von der Zusammensetzung des o-Nitrosobenzylalkohols. Läßt man die Einwirkung verdünnterer Salzsäure längere Zeit — mehrere Stunden — vor sich gehen, so verwandelt sich der o-Nitrosobenzylalkohol in Anthranil.x5 suffers. If you use concentrated hydrochloric acid, a combination of the composition of o-nitrosobenzyl alcohol is obtained as the product of the action. If you let them Long-term exposure to dilute hydrochloric acid - several hours - takes place, this is how the o-nitrosobenzyl alcohol is transformed in anthranil.
Ein Teil der Monoquecksilberverbindung des o-Nitrotoluols wird unter Kühlung mit 10 Teilen hochkonzentrierter Salzsäure verrührt. Nach einiger Zeit verdünnt man mit Wasser und isoliert die entstehende Verbindung durch Extraktion mit Äther oder Destillation mit Wasserdampf. Die Verbindung besitzt vermutlich die Zusammensetzung eines Nitrosobenzylalkohols und ist nicht sehr beständig; mit Quecksilberchlorid gibt sie 'eine Doppel verbindung, die aus Benzol in weißen Nadeln kristallisiert. .Part of the mono-mercury compound of the o-nitrotoluene is with cooling with 10 parts of highly concentrated hydrochloric acid were stirred. After a while you dilute with Water and isolate the resulting compound by extraction with ether or distillation with steam. The compound presumably has the composition of a nitrosobenzyl alcohol and is not very stable; with mercury chloride it gives' a double compound that turns benzene into white Needles crystallized. .
Die Verbindung kann zur Darstellung von Anthranilsäure bzw. o-Nitrobenzaldehyd verwendet werden.The compound can be used to prepare anthranilic acid or o-nitrobenzaldehyde will.
4040
Ein Teil der Monoquecksilberverbindung wird mit etwa 50 Teilen einer Salzsäure von 5 bis 7 Prozent verrührt und angewärmt. Nach einiger Zeit destilliert man mit Wasserdampf; das Destillat enthält das Anthranil, welches in bekannter Weise isoliert, werden kann.A part of the mono mercury compound is with about 50 parts of a hydrochloric acid of 5 to 7 percent stirred and warmed. After a while, it is distilled with steam; the distillate contains the anthranil, which is isolated in a known manner can.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE199317C true DE199317C (en) |
Family
ID=462049
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT199317D Active DE199317C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE199317C (en) |
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0
- DE DENDAT199317D patent/DE199317C/de active Active
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