CN102206160B - Preparation and synthesis method for 2-aminophenylamine hydrochloride - Google Patents
Preparation and synthesis method for 2-aminophenylamine hydrochloride Download PDFInfo
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- CN102206160B CN102206160B CN 201110085474 CN201110085474A CN102206160B CN 102206160 B CN102206160 B CN 102206160B CN 201110085474 CN201110085474 CN 201110085474 CN 201110085474 A CN201110085474 A CN 201110085474A CN 102206160 B CN102206160 B CN 102206160B
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- hydrochloride
- aminophenylamine
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- synthesis method
- synthetic method
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Abstract
The invention discloses a preparation and synthesis method for 2-aminophenylamine hydrochloride, which comprises: reacting o-phenylenediamine with chromium chloride hexahydrate in absolute ethanol solution for one day; filtering hot reaction solution; and naturally evaporating filtrate to obtain a 2-aminophenylamine hydrochloride product. The 2-aminophenylamine hydrochloride demonstrates high catalytic performance in the trimethylsilylcyanation of 2-methylbenzaldehyde, and the conversion rate is as high as 95 percent.
Description
One, technical field
The present invention relates to a kind of preparation and synthetic method of quaternary ammonium salt, exactly is a kind of preparation and synthetic method of chirality α-phenylethylamine hydrochloride.
Two, background technology
The synthetic method of quaternary ammonium salt has many bibliographical informations.As far back as 1956, J.Chem.Soc. reported the synthetic method of some quaternary ammonium salts, and nineteen fifty-nine, J.Am.Chem.Soc. has also reported the synthetic method of quaternary ammonium salt.(1.Surrey，Alexander?R.；Lesher，George?Y.；Mayer，J.Richard；Webb，Wm.G.Journal?of?the?American?Chemical?Society(1959)，81?2894-7；2.Davis，M.Journal?ofthe?Chemical?Society(1956)，337-43.)。
The applicant does not obtain the target product title complex in the experiment of synthetic O-Phenylene Diamine and Hexaaquachromium chloride title complex, but obtained another kind of novel cpd 2-aminoaniline hydrochloride.
Three, summary of the invention
The present invention aims to provide compound 2-aminoaniline hydrochloride, and technical problem to be solved is that one-step synthesis obtains target product.
The alleged 2-aminoaniline hydrochloride of the present invention be by the preparation of O-Phenylene Diamine and Hexaaquachromium chloride by the compound shown in the following chemical formula:
Chemical name: the 2-aminoaniline hydrochloride, be called for short compound (I).
This synthetic method comprises synthesizes and separates, and described synthetic O-Phenylene Diamine and Hexaaquachromium chloride reacted in ethanol solution one day, and with the reaction solution heat filtering, volatilization filtrate obtains product 2-aminoaniline hydrochloride blue colored crystal naturally.
One step of this synthetic method obtains target product, and technique is simple, and is easy to operate.
Four, description of drawings
Fig. 1 is the X-diffraction analysis figure of 2-aminoaniline hydrochloride.
Five, embodiment
1.2-the preparation of aminoaniline hydrochloride
Take by weighing 1.1012g (9.33) O-Phenylene Diamine and put into the 100mL round-bottomed flask, add 30mL ethanol, stir and make its dissolving; With 1.3182g (6.74mol) CrCl
36H
2O adds mentioned solution, reflux 24h; Heat filtering after the reaction leaves standstill filtrate, blue colored crystal occurs in walls of beaker after one day.Productive rate: 32.8%; Results of elemental analyses is as follows: theoretical value (C
6H
9N
2Cl) C, 49.4840; H, 6.0595; N, 18.9274; Found:C, 49.84; H, 6.27; N, 19.37%.IR (KBr, pellet): 3408,3332,2850,2605,1625,1496,1317,1135,1096,761,621,451;
2. the nitrile silicification reaction is used
2-o-tolyl-2-(three silyloxies) acetonitrile
0.20mmol compound I, phenyl aldehyde 0.1mL, TMSCN 0.3ml (3.3mmol) add under 20～30 ℃ in succession, behind the 120h, and (sherwood oil/methylene dichloride: 5/1), get colourless oil liquid, transformation efficiency: 95% behind column chromatography
Claims (1)
1. the synthetic method of a 2-aminoaniline hydrochloride, comprise and synthesize and separate, it is characterized in that 1.38: 1 O-Phenylene Diamine and Hexaaquachromium chloride reacted one day in ethanol solution, with the reaction solution heat filtering, naturally volatilization filtrate obtains product 2-aminoaniline hydrochloride.
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| Application Number | Priority Date | Filing Date | Title |
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| CN 201110085474 CN102206160B (en) | 2011-04-06 | 2011-04-06 | Preparation and synthesis method for 2-aminophenylamine hydrochloride |
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| CN 201110085474 CN102206160B (en) | 2011-04-06 | 2011-04-06 | Preparation and synthesis method for 2-aminophenylamine hydrochloride |
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| CN102206160A CN102206160A (en) | 2011-10-05 |
| CN102206160B true CN102206160B (en) | 2013-04-24 |
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| CN 201110085474 Expired - Fee Related CN102206160B (en) | 2011-04-06 | 2011-04-06 | Preparation and synthesis method for 2-aminophenylamine hydrochloride |
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Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102952026B (en) * | 2012-09-02 | 2013-12-04 | 罗梅 | Preparation and synthetic method for chirality (S)-benzene ammonia alcohol hydrochloride |
| CN103204780A (en) * | 2013-05-15 | 2013-07-17 | 罗梅 | Synthetic method of chiral (S)-phenylglycinol hydrochloride |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1569812A (en) * | 2004-05-13 | 2005-01-26 | 上海交通大学 | Aromatic tetramine monomer and aromatic tetramine chydrochloride and their preparation process |
| CN101671275A (en) * | 2009-09-18 | 2010-03-17 | 赛鼎工程有限公司 | Method for continuously manufacturing toluene di-isocyanate |
| CN101891688A (en) * | 2010-07-30 | 2010-11-24 | 孝感市诚嘉药物研究所 | Preparation method for bendazol in industrialized production |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5310924A (en) * | 1993-04-30 | 1994-05-10 | E. I. Du Pont De Nemours And Company | Process for preparing thiabendazole |
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2011
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1569812A (en) * | 2004-05-13 | 2005-01-26 | 上海交通大学 | Aromatic tetramine monomer and aromatic tetramine chydrochloride and their preparation process |
| CN101671275A (en) * | 2009-09-18 | 2010-03-17 | 赛鼎工程有限公司 | Method for continuously manufacturing toluene di-isocyanate |
| CN101891688A (en) * | 2010-07-30 | 2010-11-24 | 孝感市诚嘉药物研究所 | Preparation method for bendazol in industrialized production |
Non-Patent Citations (2)
| Title |
|---|
| M. DAVIS..New Trypanocides. Part I. Quaternary Salts derived from. 2 : 7-Diaminophenanthridine and the Attempted Preparation of Quaternary Xalts from 2 : 7 - Diamino-9-anilinophenanthridine.《Journal of the Chemical Society》.1956,337-343. |
| M. DAVIS..New Trypanocides. Part I. Quaternary Salts derived from. 2 : 7-Diaminophenanthridine and the Attempted Preparation of Quaternary Xalts from 2 : 7- Diamino-9-anilinophenanthridine.《Journal of the Chemical Society》.1956,337-343. * |
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