SU420615A1 - METHOD FOR OBTAINING 2,4-DINITRO-3-AMINO-K-PHENYL HYDROXYLAMINE 12 A method is proposed for preparing 2,4-dinitro-3-amino-N-phenyl-hydroxylamine, which can be used in organic synthesis, in particular in the synthesis of aniline dyes , as well as in the synthesis of polymers. A method of producing phenylhydroxyl-silamine by reducing nitrobenzene with hydrogen in the presence of skeletal nickel, alkali metal sulphate salts and aniline is known. xylamine - a derivative of 2,4-dinitrobenzene, obium of formula 10, where R is an alkoxy group, is reacted with hydroxylamine and an alkali metal alcohol in an alcohol solution, followed by hydrolysis of the complex compound formed and the release of the desired product in its free form as known in a way. The reaction takes place at room temperature for 5-10 minutes with a yield of 80% according to the following scheme: - Google Patents
METHOD FOR OBTAINING 2,4-DINITRO-3-AMINO-K-PHENYL HYDROXYLAMINE 12 A method is proposed for preparing 2,4-dinitro-3-amino-N-phenyl-hydroxylamine, which can be used in organic synthesis, in particular in the synthesis of aniline dyes , as well as in the synthesis of polymers. A method of producing phenylhydroxyl-silamine by reducing nitrobenzene with hydrogen in the presence of skeletal nickel, alkali metal sulphate salts and aniline is known. xylamine - a derivative of 2,4-dinitrobenzene, obium of formula 10, where R is an alkoxy group, is reacted with hydroxylamine and an alkali metal alcohol in an alcohol solution, followed by hydrolysis of the complex compound formed and the release of the desired product in its free form as known in a way. The reaction takes place at room temperature for 5-10 minutes with a yield of 80% according to the following scheme:Info
- Publication number
- SU420615A1 SU420615A1 SU1702094A SU1702094A SU420615A1 SU 420615 A1 SU420615 A1 SU 420615A1 SU 1702094 A SU1702094 A SU 1702094A SU 1702094 A SU1702094 A SU 1702094A SU 420615 A1 SU420615 A1 SU 420615A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- hydroxylamine
- synthesis
- dinitro
- amino
- alkali metal
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
R КНОН flf r iOvСН.,ОН I 1 -vcfH.iOH + CH-. KtfajOH i-HCl f ij-KU-i jl .„, +RH-HKaOH Lji-NH Применение алкогол та щелочного металла позвол ет в м гких услови х провести замещение не только алкоксигруппы, но и атома водорода ароматического кольца в положении 3. Образующийс при этом промежуточный комплекс I, имеющий, по-видимому, строение дисоли хинолодинитрокислоты, превращаетс при действии воды в натриевую соль 2,4-динитро-3-амино-М-фенилгидроксиламина II, из которой при обработке кислотой легко выдел етс свободный 2,4-динитро-Замино-М-фенилгидроксиламин . При замене метоксигруппы в 2,4-динитроанизоле на другие алкилы выход целевого продукта уменьшаетс в р ду ОСНз, OCgHs, ОСзНт, О-/СзН7 и др. Пример. К 1 г (0,00505 моль) 2,4-динитроанизола , растворенного в 10 мл абсолютного метанола или диоксана, при комнатной температуре приливают раствор 1 г (0,0144 моль) хлоргидрата гидроксиламина в 6 мл абсолютного метанола и 1,55 г (0,0288 моль) метилата натри , приготовленного растворением 0,66 г металлического натри в 5 мл абсолютного метанола. Через 5-10 мин к реакционной смеси постепенно добавл ют 40 мл воды и встр хивают до полного растворени промежуточного комплекса. Спуст 10 мин реакционную массу подкисл ют 5%-ным раствором сол ной кислоты до слабокислой реакции. Красно-коричневый осадок фильтруют, промывают дистиллированной водой до нейтральной реакции, затем спиртом и диоксаном и сушат на воздухе. Выход нродукта составл ет 0,87 г (80%), т. пл. 170-172°С (с разложением). Строение продукта однозначно доказано при помощи ИК- и ЯМР-снектросконии, а элементарного анализа. Найдено, %: С 34,00; 33,80; П 2,86; 2,82; N 25,70; 25,85; 25,12. CenaOsN. Вычислено, %: С 33,60; Н 2,80; N 26,20. Предмет изобретени Способ получени 2,4-динитро-3-амино-Ыфенилгндроксиламина , отличающийс тем, что производное 2,4-динитробензола общей формулы где R - алкоксигрунна, одвергают взаимодействию с гидроксиламиом и алкогол то.м щелочного металла в пиртовом растворе с последующими гидроизом образовавшегос комплексного соедиени обычным приемом и выделением целеого продукта в свободном виде известным пособом.R KNOH flf r iOvCH., OH I 1 -vcfH.iOH + CH-. KtfajOH i-HCl f ij-KU-i jl. ", + RH-HKaOH Lji-NH. The use of an alkali metal alcohol allows, under mild conditions, to replace not only the alkoxy group, but also the hydrogen atom of the aromatic ring in position 3. The resulting at the same time, intermediate complex I, which apparently has the structure of the quinolodine nitro acid disol, is converted by the action of water to the sodium salt of 2,4-dinitro-3-amino-M-phenylhydroxylamine II, from which free acid is easily released during acid treatment -dinitro-Zamino-M-phenylhydroxylamine. When replacing the methoxy group in 2,4-dinitroanisole with other alkyls, the yield of the target product decreases in a number of OCHs, OCgHs, OZNTs, O- / CzH7, etc. Example. To 1 g (0.00505 mol) of 2,4-dinitroanisole, dissolved in 10 ml of absolute methanol or dioxane, a solution of 1 g (0.0144 mol) of hydroxylamine hydrochloride in 6 ml of absolute methanol and 1.55 g (1.50 ml) is added at room temperature. 0.0288 mol of sodium methylate, prepared by dissolving 0.66 g of metallic sodium in 5 ml of absolute methanol. After 5-10 minutes, 40 ml of water are gradually added to the reaction mixture and shaken until the intermediate complex is completely dissolved. After 10 minutes, the reaction was acidified with a 5% hydrochloric acid solution until slightly acidic. The red-brown precipitate is filtered, washed with distilled water until neutral, then with alcohol and dioxane and dried in air. The product yield is 0.87 g (80%), m.p. 170-172 ° C (with decomposition). The structure of the product is unambiguously proven with the help of IR and NMR imaging, as well as elementary analysis. Found,%: C 34.00; 33.80; P 2.86; 2.82; N 25.70; 25.85; 25.12. CenaOsN. Calculated,%: C 33.60; H 2.80; N 26.20. The subject of the invention is a method for producing 2,4-dinitro-3-amino-yphenylgndroxylamine, characterized in that a 2,4-dinitrobenzene derivative of the general formula: the resulting complex compound by the usual method and release of the whole product in free form by a known tool.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1702094A SU420615A1 (en) | 1971-10-04 | 1971-10-04 | METHOD FOR OBTAINING 2,4-DINITRO-3-AMINO-K-PHENYL HYDROXYLAMINE 12 A method is proposed for preparing 2,4-dinitro-3-amino-N-phenyl-hydroxylamine, which can be used in organic synthesis, in particular in the synthesis of aniline dyes , as well as in the synthesis of polymers. A method of producing phenylhydroxyl-silamine by reducing nitrobenzene with hydrogen in the presence of skeletal nickel, alkali metal sulphate salts and aniline is known. xylamine - a derivative of 2,4-dinitrobenzene, obium of formula 10, where R is an alkoxy group, is reacted with hydroxylamine and an alkali metal alcohol in an alcohol solution, followed by hydrolysis of the complex compound formed and the release of the desired product in its free form as known in a way. The reaction takes place at room temperature for 5-10 minutes with a yield of 80% according to the following scheme: |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1702094A SU420615A1 (en) | 1971-10-04 | 1971-10-04 | METHOD FOR OBTAINING 2,4-DINITRO-3-AMINO-K-PHENYL HYDROXYLAMINE 12 A method is proposed for preparing 2,4-dinitro-3-amino-N-phenyl-hydroxylamine, which can be used in organic synthesis, in particular in the synthesis of aniline dyes , as well as in the synthesis of polymers. A method of producing phenylhydroxyl-silamine by reducing nitrobenzene with hydrogen in the presence of skeletal nickel, alkali metal sulphate salts and aniline is known. xylamine - a derivative of 2,4-dinitrobenzene, obium of formula 10, where R is an alkoxy group, is reacted with hydroxylamine and an alkali metal alcohol in an alcohol solution, followed by hydrolysis of the complex compound formed and the release of the desired product in its free form as known in a way. The reaction takes place at room temperature for 5-10 minutes with a yield of 80% according to the following scheme: |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU420615A1 true SU420615A1 (en) | 1974-03-25 |
Family
ID=20489344
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1702094A SU420615A1 (en) | 1971-10-04 | 1971-10-04 | METHOD FOR OBTAINING 2,4-DINITRO-3-AMINO-K-PHENYL HYDROXYLAMINE 12 A method is proposed for preparing 2,4-dinitro-3-amino-N-phenyl-hydroxylamine, which can be used in organic synthesis, in particular in the synthesis of aniline dyes , as well as in the synthesis of polymers. A method of producing phenylhydroxyl-silamine by reducing nitrobenzene with hydrogen in the presence of skeletal nickel, alkali metal sulphate salts and aniline is known. xylamine - a derivative of 2,4-dinitrobenzene, obium of formula 10, where R is an alkoxy group, is reacted with hydroxylamine and an alkali metal alcohol in an alcohol solution, followed by hydrolysis of the complex compound formed and the release of the desired product in its free form as known in a way. The reaction takes place at room temperature for 5-10 minutes with a yield of 80% according to the following scheme: |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU420615A1 (en) |
-
1971
- 1971-10-04 SU SU1702094A patent/SU420615A1/en active
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