SU12141A1 - Method for producing amino-3-chloro-4-hydroxybenzene-1-arsic acid - Google Patents
Method for producing amino-3-chloro-4-hydroxybenzene-1-arsic acidInfo
- Publication number
- SU12141A1 SU12141A1 SU10673A SU10673A SU12141A1 SU 12141 A1 SU12141 A1 SU 12141A1 SU 10673 A SU10673 A SU 10673A SU 10673 A SU10673 A SU 10673A SU 12141 A1 SU12141 A1 SU 12141A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- chloro
- hydroxybenzene
- acid
- arsic
- producing amino
- Prior art date
Links
- 239000002253 acid Substances 0.000 title description 13
- 238000004519 manufacturing process Methods 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 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
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000001225 therapeutic Effects 0.000 description 2
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-Chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- ZYZQSCWSPFLAFM-UHFFFAOYSA-N 4-amino-2-chlorophenol Chemical class NC1=CC=C(O)C(Cl)=C1 ZYZQSCWSPFLAFM-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- STZCRXQWRGQSJD-GEEYTBSJSA-M Methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 description 1
- 229940012189 Methyl orange Drugs 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000003855 acyl compounds Chemical class 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 230000001605 fetal Effects 0.000 description 1
- 235000020280 flat white Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 230000002085 persistent Effects 0.000 description 1
- 230000002035 prolonged Effects 0.000 description 1
- 239000001044 red dye Substances 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Description
Лмино-3-хлор-4-оксибензол-1-арсинова кислота образуетс , как промежуточный продукт, при получении Н-ациламино-3-хлор-4-оксибензол -1 - арсиновой кислоты (см. советский патент № 12152). Она, однако, изолируетс из восстанавливаемой смеси в очень незначительном количестве и в нечистой форме. Предлагаемый способ получени названной кислоты в большом количестве и чистом виде, заключаетс в обработке ациловых ее соединений, указанных в упом нутой за вке, омыл ющими веществами . До сих пор известна , не содержаща хлора З-амино-4-оксибензол-1-арсинова кислота неприменима с терапевтической целью, вследствие своей незначительной стойкости: она даже в чистом кристаллическом виде окрашиваетс в темный цвет уже через короткое врем (см, Zentralblatt fur Haut u. Geschlechtskrank heiten Bd.Lmino-3-chloro-4-hydroxybenzene-1-arsic acid is formed, as an intermediate product, upon receipt of H-acylamino-3-chloro-4-hydroxybenzene -1 - arsic acid (see Soviet Patent No. 12152). It is, however, isolated from the mixture to be recovered in very small amounts and in impure form. The proposed method for the preparation of the abovementioned acid in large quantities and in pure form consists in treating the acyl compounds thereof, mentioned in the said application, with scrubbing agents. The chlorine-free 3-amino-4-hydroxybenzene-1-arsic acid is still not known for therapeutic purposes due to its low persistence: even in its pure crystalline form, it becomes dark in a short time (see, Zentralblatt fur Haut u. Geschlechtskrank heiten Bd.
. 17, Heft 11/12 стр. 689). Лмино-3хлор - 4- оксибензол- 1- арсинова кислота, наход ща применение в терапевтической практике, отличаетс , напротив того, значительной стойкостью-даже при продолжительном действии резкого света она остаетс вполне бесцветною и неразложенною.. 17, Heft 11/12 p. 689). Lmino-3-chloro-4-hydroxybenzene-1-arsic acid, which is used in therapeutic practice, is, on the contrary, very persistent — even with prolonged exposure to strong light, it remains completely colorless and indecomposable.
Пример. Хлор-амидо-фенол-арсинова кислота . 720 г З-хлор-4-окиси-ацетил - амидобензол - арсиновой кислоты размешиваютс с 1000 t едкого натра 38° Вё и 1000 г воды в течение 5 часов на вод ной бане. Полученный раствор разбавл етс водою до объема в 3500 кг/б, см, охлаждаетс до 30° и фильтруетс . При прибавлении сол ной кислоты до начинающейс слабо-кислой реакции на метил-оранж, постепенно выкристаллизовываетс образовавша с кислота в виде плоских белых иголок. После отсасывани , промывают водой до нейтральной реакции.. Кислота кристаллизуетс из гор чей воды в виде мелких бе.Example. Chloro-amido-phenol-arsine acid. 720 g of 3-chloro-4-oxide-acetyl-amidobenzene-arsine acid are mixed with 1000 t of caustic soda 38 ° Be and 1000 g of water for 5 hours in a water bath. The resulting solution is diluted with water to a volume of 3500 kg / b, cm, cooled to 30 ° and filtered. Upon the addition of hydrochloric acid to the beginning of a weakly acidic reaction to methyl orange, the formed acid gradually crystallizes out as flat white needles. After suctioning, it is washed with water until neutral. The acid crystallizes from the hot water in the form of small be.
лых иголочек, плав щихс при 257- она довольно трудно раствор етс в плодной воде, нерастворима в эфире, бензоле и лигроине, но легко растворима в разбавленных кислотах, едких щелочах и растворе соды, довольно легко в метиловом спирте. Раствор диазосоединени интенсивно-желтого цвета и в комбинации с резорцином дает желтокрасное крас щее вещество.needles, melting at 257, it is rather difficult to dissolve in fetal water, insoluble in ether, benzene, and ligroin, but easily soluble in dilute acids, caustic alkalis, and soda solution, rather easily in methyl alcohol. The diazocompound solution is an intense yellow color and, in combination with resorcinol, gives a yellow-red dye.
ПредметThing
патента.of the patent.
1 one
Способ получени амуно-3 хлор- Г оксибензол -1 - арсинрвой кислоты, отличающийс тем, чта Аолуч нные по способу, описанному в патенте № 12152, IS-ацилированные приводные амино-3-хлор-4 оксибензол -1 -арсиновой кислоты обрабатывают омыл ющими веществами.The method of producing amuno-3 chloro-hydroxybenzene -1 - arsine acid, characterized in that, according to the method described in patent no. 12152, IS-acylated amino-3-chloro-4 hydroxybenzene -1-acroic acid is treated with substances.
Publications (1)
Publication Number | Publication Date |
---|---|
SU12141A1 true SU12141A1 (en) | 1929-12-31 |
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