CH158386A - Process for the preparation of the acetic acid ester of 2-glycolylaminobenzene-1-arsic acid. - Google Patents
Process for the preparation of the acetic acid ester of 2-glycolylaminobenzene-1-arsic acid.Info
- Publication number
- CH158386A CH158386A CH158386DA CH158386A CH 158386 A CH158386 A CH 158386A CH 158386D A CH158386D A CH 158386DA CH 158386 A CH158386 A CH 158386A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- arsic
- glycolylaminobenzene
- preparation
- acetic acid
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung des Essigsäureesters der 2-Glykolylaminobenzol-l-arsinsäure. Es wurde gefunden, dass man die thera peutisch wichtigen Ester von Oxyacylamino- benzolarsinsäuren erhält, wenn man Amino- benzolarsinsäuren mit Acyloxyfettsäurechlo- riden behandelt.
Die Umsetzung erfolgt nach folgendem Schema
EMI0001.0009
Gegenstand der vorliegenden Erfindung ist ein Verfahren zur Darstellung des Essig- säureesters der 2-Glykolylaminobenzol-l-arsiri- säure, welches dadurch gekennzeichnet ist, dass man 2-Aminobenzol -1- arsinsäure mit Acetylglykolsäurechlorid umsetzt.
Das neue Verfahrensprodukt ist schwer löslich in Wasser, leicht löslich in Methyl- und Äthylalkohol und zeichnet sich bei ge ringer Toxizität durch sehr gute Wirkung speziell bei Trypanosomenkrankheiten aus. <I>Beispiel</I> 21,7 gr 2-Aminobenzol-l-ar-sinsäure wer den in 200 cm' n-Natronlauge gelöst, die Lösung auf 0 C abgekühlt und 15 gr Acetylglykolsäurechlorid zutropfen gelassen.
Während der Umsetzung hält man mit etwa 60 cm' 2 n-Natronlauge alkalisch. Auf Zu gabe von Salzsäure scheidet sich die 2-(Ace- tylglykolyl)-aminobenzol-l-arsinsäure ab, die aus Wasser umkristallisiert in feinen Nadeln erhalten wird. Ausbeute 22 gr. Schwer lös- lieh in Wasser, leicht in Äthylalkohol, leicht löslich in Methylalkohol.
Process for the preparation of the acetic acid ester of 2-glycolylaminobenzene-1-arsic acid. It has been found that the therapeutically important esters of oxyacylaminobenzolaric acids are obtained if aminobenzolaric acids are treated with acyloxy fatty acid chlorides.
The implementation takes place according to the following scheme
EMI0001.0009
The present invention relates to a method for preparing the acetic acid ester of 2-glycolylaminobenzene-1-arsiric acid, which is characterized in that 2-aminobenzene-1-arsic acid is reacted with acetylglycolic acid chloride.
The new process product is sparingly soluble in water, easily soluble in methyl and ethyl alcohol and, with low toxicity, is characterized by its very good effect, especially on trypanosomal diseases. <I> Example </I> 21.7 grams of 2-aminobenzene-1-arsinic acid are dissolved in 200 cm of sodium hydroxide solution, the solution is cooled to 0 C and 15 grams of acetylglycolic acid chloride are added dropwise.
During the reaction, about 60 cm 2 N sodium hydroxide solution is kept alkaline. When hydrochloric acid is added, 2- (acetylglycolyl) aminobenzene-1-arsic acid separates out and is obtained in fine needles recrystallized from water. Yield 22 gr. Slightly soluble in water, slightly soluble in ethyl alcohol, slightly soluble in methyl alcohol.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE158386X | 1930-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH158386A true CH158386A (en) | 1932-11-15 |
Family
ID=5679570
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH158386D CH158386A (en) | 1930-07-19 | 1931-07-14 | Process for the preparation of the acetic acid ester of 2-glycolylaminobenzene-1-arsic acid. |
| CH161240A CH161240A (en) | 1930-07-19 | 1931-07-14 | Process for the preparation of the benzoic acid ester of 2-glycolylaminobenzene-1-arsic acid. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH161240A CH161240A (en) | 1930-07-19 | 1931-07-14 | Process for the preparation of the benzoic acid ester of 2-glycolylaminobenzene-1-arsic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (2) | CH158386A (en) |
-
1931
- 1931-07-14 CH CH158386D patent/CH158386A/en unknown
- 1931-07-14 CH CH161240A patent/CH161240A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH161240A (en) | 1933-04-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH158386A (en) | Process for the preparation of the acetic acid ester of 2-glycolylaminobenzene-1-arsic acid. | |
| CH250806A (en) | Process for the preparation of a new oxyhydrophenanthrene derivative. | |
| DE412699C (en) | Process for the preparation of esters in the aliphatic side chain of iodinated aromatic alkyloxy and alkylaminocarboxylic acids | |
| DE531363C (en) | Process for the preparation of basic esters of substituted quinoline-4-carboxylic acids | |
| CH161239A (en) | Process for the preparation of the crotonic acid ester of 2-glycolylaminobenzene-1-arsic acid. | |
| CH161243A (en) | Process for the preparation of the crotonic acid ester of 4-lactylamino-2-methylbenzene-1-arsic acid. | |
| DE723277C (en) | Process for the production of oxygen-containing organic compounds | |
| AT166702B (en) | Process for the preparation of new halogenated pyrimidyl mercaptocarboxylic acids and their derivatives | |
| AT156171B (en) | Process for the preparation of ether derivatives of 3,5-diiodo-4-oxyacetophenone. | |
| CH194876A (en) | Process for the preparation of 2 (3 ', 5'-Diiodo-2'-B-oxethyl-4'-oxypheny) - 6-iodoquinoline-4-carboxylic acid. | |
| CH161242A (en) | Process for the preparation of the acetic acid ester of 4-lactylaminobenzene-1-arsic acid. | |
| CH174281A (en) | Process for the preparation of acetyltropic acid-2,2-dimethyl-3-piperidyl-propanol ester. | |
| CH263037A (en) | Process for the preparation of a new derivative of 2-oxy-5-aminobenzoic acid. | |
| CH124932A (en) | Process for the preparation of 6-methoxy-N-a-diethylamino-a-methyl-propyl-8-aminoquinoline. | |
| CH162376A (en) | Process for the preparation of 1,3-bis (diethylaminoethyl-amino) -diphenylenedioxide. | |
| CH236176A (en) | Process for the preparation of p-aminobenzenesulfonyl-allyl-thiourea. | |
| CH161241A (en) | Process for the preparation of the acetic acid ester of 3-glycolylamino-4-oxybenzene-1-arsic acid. | |
| CH190546A (en) | Process for the preparation of 5-benzoylamino-m-phenanthroline. | |
| CH217133A (en) | Process for the production of a water-soluble, higher molecular weight, α-substituted benzylamine derivative. | |
| CH162375A (en) | Process for the preparation of 1-diethylaminoethyl-1.2.3.4-tetrahydro-6-phenoxyquinoline. | |
| CH116035A (en) | Process for the preparation of 1-methyl-4-diethylaminoethyl ether of hydroquinone. | |
| CH298403A (en) | Process for the preparation of a phosphorus-containing derivative of m-aminophenols. | |
| CH221821A (en) | Process for the preparation of 2-methyl-3-carbethoxy-4-isopropyl-5-cyano-dihydropyridone- (6). | |
| CH177265A (en) | Process for the production of a new intermediate product. | |
| CH175234A (en) | Process for the preparation of 4-amino-3-ethoxy-4'-methoxy-diphenylamine. |