CH224317A - Process for the preparation of an asymmetric arsenobenzene. - Google Patents
Process for the preparation of an asymmetric arsenobenzene.Info
- Publication number
- CH224317A CH224317A CH224317DA CH224317A CH 224317 A CH224317 A CH 224317A CH 224317D A CH224317D A CH 224317DA CH 224317 A CH224317 A CH 224317A
- Authority
- CH
- Switzerland
- Prior art keywords
- sep
- arsenobenzene
- acid
- asymmetric
- preparation
- Prior art date
Links
- AWYSLGMLVOSVIS-UHFFFAOYSA-N phenyl(phenylarsanylidene)arsane Chemical compound C1=CC=CC=C1[As]=[As]C1=CC=CC=C1 AWYSLGMLVOSVIS-UHFFFAOYSA-N 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- RBFQJDQYXXHULB-UHFFFAOYSA-N arsane Chemical compound [AsH3] RBFQJDQYXXHULB-UHFFFAOYSA-N 0.000 description 2
- CXKRDMQZBMZKKJ-UHFFFAOYSA-N arsine oxide Chemical compound [AsH3]=O CXKRDMQZBMZKKJ-UHFFFAOYSA-N 0.000 description 2
- VJWWIRSVNSXUAC-UHFFFAOYSA-N arsinic acid Chemical compound O[AsH2]=O VJWWIRSVNSXUAC-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Substances CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- GQZXNSPRSGFJLY-UHFFFAOYSA-N hydroxyphosphanone Chemical compound OP=O GQZXNSPRSGFJLY-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/66—Arsenic compounds
- C07F9/70—Organo-arsenic compounds
- C07F9/80—Heterocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines asymmetrischen Arsenobenzols. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines asymme trischen Arsenobenzols, welches dadurch ge kennzeichnet ist, dass man Benzoxazol-2- merkapto-S-propionsäure - 5 - arsinsäure, ein reduzierendes Mittel und 3-Acetylamino-4-oxy- 5-bis (ss-y-dioxypropyl)-amino'-benzol-l-arsin- säure aufeinander einwirken lässt.
<I>Beispiel:</I> 23,6 g 3-Acetyl'amino-4-oxy-5-di-(ss-y-di- oxypropyl)-amino-benzol -1- arsinsäure und <B>17,85</B> g 2-Merkapto-benzoxazol - S - propion- säure-5-arsinsäure werden in 150 cm' Me thanol suspendiert und durch Zusatz eines Gemisches aus 10 cm' konzentrierter Salz säure und 30 cm' Wasser in Lösung ge bracht. Nun werden 25 cm' unterphosphorige Säure<B>50%)</B> zugesetzt und die Lösung auf <B>50'</B> C erwärmt. Wenn die Temperatur wie der fällt, wird abgekühlt und mit der 10- fachen Menge Wasser versetzt.
Das Arseno- benzol scheidet sich ab. Es wird abgesaugt und mit Wasser ausgewaschen. Wird es in Wasser suspendiert, mit Sodalösung neutral gelöst und in die 10fache Menge Äthanol ein gerührt, so wird das Natronsalz als hell braunes, in Wasser lackmusneutral lösliches Pulver abgeschieden. Ausbeute 25 g.
Die gleiche Verbindung erhält man auch, indem man die eine Arsinsäure zum Arsin- oxyd und die andere zum Arsin reduziert und das Arsinoxyd mit dem Arsin umsetzt, oder indem man zuerst die beiden Arsinsäuren mit dem Reduktionsmittel zu den symmetrischen Arsenobenzolen reduziert und diese dann in alkalischer Lösung miteinander zur Umset zung bringt.
Process for the preparation of an asymmetric arsenobenzene. The subject of the present patent is a process for the production of an asymmetric arsenobenzene, which is characterized in that benzoxazole-2-mercapto-S-propionic acid - 5 - arsic acid, a reducing agent and 3-acetylamino-4-oxy- 5- bis (ss-y-dioxypropyl) -amino'-benzene-l-arsic acid can act on each other.
<I> Example: </I> 23.6 g 3-Acetyl'amino-4-oxy-5-di- (ss-y-di- oxypropyl) -amino-benzene -1- arsic acid and <B> 17, 85 g 2-mercapto-benzoxazole-S-propionic acid-5-arsic acid are suspended in 150 cm 'methanol and brought into solution by adding a mixture of 10 cm' concentrated hydrochloric acid and 30 cm 'water . Now 25 cm 'hypophosphorous acid <B> 50% </B> are added and the solution is heated to <B> 50' </B> C. When the temperature drops again, it is cooled down and 10 times the amount of water is added.
The arsenobenzene separates out. It is suctioned off and washed out with water. If it is suspended in water, dissolved neutrally with soda solution and stirred into 10 times the amount of ethanol, the sodium salt is deposited as a light brown powder that is litmus-neutral in water. Yield 25g.
The same compound is obtained by reducing one arsinic acid to arsine oxide and the other to arsine and reacting the arsine oxide with the arsine, or by first reducing the two arsinic acids with the reducing agent to the symmetrical arsenobenzenes and then reducing them to more alkaline ones Bringing the solution to life together.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE224317X | 1939-07-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH224317A true CH224317A (en) | 1942-11-15 |
Family
ID=5855301
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH224317D CH224317A (en) | 1939-07-17 | 1940-07-09 | Process for the preparation of an asymmetric arsenobenzene. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH224317A (en) |
-
1940
- 1940-07-09 CH CH224317D patent/CH224317A/en unknown
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