CH90882A - Process for the preparation of p-arseno-di- (1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone) -monomethylene sulfoxylic acid. - Google Patents
Process for the preparation of p-arseno-di- (1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone) -monomethylene sulfoxylic acid.Info
- Publication number
- CH90882A CH90882A CH90882DA CH90882A CH 90882 A CH90882 A CH 90882A CH 90882D A CH90882D A CH 90882DA CH 90882 A CH90882 A CH 90882A
- Authority
- CH
- Switzerland
- Prior art keywords
- dimethyl
- amino
- phenyl
- pyrazolone
- monomethylene
- Prior art date
Links
- 229940017705 formaldehyde sulfoxylate Drugs 0.000 claims description 3
- SBGKURINHGJRFN-UHFFFAOYSA-N hydroxymethanesulfinic acid Chemical compound OCS(O)=O SBGKURINHGJRFN-UHFFFAOYSA-N 0.000 claims description 3
- 150000002832 nitroso derivatives Chemical class 0.000 claims description 3
- HRKQOINLCJTGBK-UHFFFAOYSA-N dihydroxidosulfur Chemical compound OSO HRKQOINLCJTGBK-UHFFFAOYSA-N 0.000 claims description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- -1 monomethylene Chemical group 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 125000004962 sulfoxyl group Chemical group 0.000 description 2
- RLFWWDJHLFCNIJ-UHFFFAOYSA-N 4-aminoantipyrine Chemical compound CN1C(C)=C(N)C(=O)N1C1=CC=CC=C1 RLFWWDJHLFCNIJ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 229940000488 arsenic acid Drugs 0.000 description 1
- VJWWIRSVNSXUAC-UHFFFAOYSA-N arsinic acid Chemical compound O[AsH2]=O VJWWIRSVNSXUAC-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- VIXWGKYSYIBATJ-UHFFFAOYSA-N pyrrol-2-one Chemical compound O=C1C=CC=N1 VIXWGKYSYIBATJ-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von p-Arseno-di-(1-phenyl-2.3-dimethyl-4-amino-ö-pyi#azolon)- monomethylensulfoxylsäure. Durch Einführung der Methylensulfoxyl- gruppe in das p-Arseno-di-(1-phenyl-2.3- dimethyl-4-amino-5-pyrazolon) gewinnt man nach dem Hauptpatent, indem man es mit Formaldehydsulfosäure .behandelt, die p- Arseno-di-(1-phenyl-2 .
3-dimethyl-4-amino-5- pyrazolon)-monomethylensLilfoxylsäure Es wurde gefunden, dass man dieselbe Verbindung erhält, indem man die Darstel lung der erstgenannten Aminoverbindung mit der Einführung der Methylensulfoxyl- gruppe in einer Operation vereinigt in der Weise, dass man das 1-.(Phenyl-p=arsinsäure)- 2.3-climethyl-5-pyrazolon nitrosiert und die entstehende Nitrosoverbindung mit Formal dehydsulfoxylat behandelt.
Beispiel: <B>15,6</B> g 1-(Phenyl-p-arsinsäure) 9- . 3-di- methyl-5-pyräzolon werden mit 50 cm' nor- mäler Natronlauge. gelöst und mit 3,5 g Natriumnitrit in 10 cm3 Wasser versetzt. Hierauf gibt man 50 cm'
EMI0001.0033
-Salzsäure zu, Sobald die Nitroso-Verbindung vollkommen auskristallisiert ist, fügt man 80 g Formal- dehydsulfoxylat in 150 cm' Wasser gelöst zu.
Es entsteht eine klare gelbe Lösung; die nach Zugabe von 25 cm3
EMI0001.0039
-Salzsäure auf dem Wasserbad kurze Zeit erwärmt wird. Sodann wird gefällt, sofort Eis Hinzugege ben und die abgeschiedene Sulfoxylsäüre- abgesaugt und gut gewaschen.
Process for the preparation of p-arseno-di- (1-phenyl-2,3-dimethyl-4-amino-ö-pyi # azolon) - monomethylene sulfoxylic acid. By introducing the methylene sulfoxyl group into the p-arseno-di- (1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone), according to the main patent, by treating it with formaldehyde sulfonic acid, the p-arsenic acid di- (1-phenyl-2.
3-dimethyl-4-amino-5-pyrazolon) monomethylene lilfoxylic acid It has been found that the same compound is obtained by combining the representation of the first-mentioned amino compound with the introduction of the methylene sulfoxyl group in one operation in such a way that the 1 -. (Phenyl-p = arsinic acid) - 2.3-climethyl-5-pyrazolone nitrosated and the nitroso compound formed is treated with formaldehyde sulfoxylate.
Example: <B> 15.6 </B> g 1- (phenyl-p-arsic acid) 9-. 3-dimethyl-5-pyrazolone are mixed with 50 cm 'normal sodium hydroxide solution. dissolved and mixed with 3.5 g sodium nitrite in 10 cm3 water. Then give 50 cm '
EMI0001.0033
Hydrochloric acid. As soon as the nitroso compound has completely crystallized out, 80 g of formaldehyde sulfoxylate dissolved in 150 cm of water are added.
A clear yellow solution results; after adding 25 cm3
EMI0001.0039
- Hydrochloric acid is heated briefly on a water bath. Then it is precipitated, ice is added immediately and the sulfoxylic acid which has separated out is filtered off with suction and washed thoroughly.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE90882X | 1917-12-15 | ||
| CH90186T | 1918-12-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH90882A true CH90882A (en) | 1921-10-01 |
Family
ID=25704131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH90882D CH90882A (en) | 1917-12-15 | 1918-12-27 | Process for the preparation of p-arseno-di- (1-phenyl-2,3-dimethyl-4-amino-5-pyrazolone) -monomethylene sulfoxylic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH90882A (en) |
-
1918
- 1918-12-27 CH CH90882D patent/CH90882A/en unknown
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