132873-57-5 Usage
Description
(S)-ALPHA-METHYL-4-NITROBENZYLAMINE HYDROCHLORIDE is an organic compound that serves as a crucial intermediate in the synthesis of various chiral compounds and plays a significant role in the field of chemical research and development. It is characterized by its unique molecular structure, which includes a nitro group and a methyl group attached to a benzene ring, with an amine group in the (S)-configuration.
Uses
Used in Chiral Recognition:
(S)-ALPHA-METHYL-4-NITROBENZYLAMINE HYDROCHLORIDE is used as a fluorescence-quenching guest for determining the chiral recognition capabilities of binaphthocrown ether and polythiophene complex. This application is essential in the field of asymmetric synthesis and enantioselective catalysis, where the ability to distinguish between enantiomers is crucial for the development of new chiral drugs and materials.
Used in Synthesis of Chiral Cyclopalladated Complexes:
(S)-ALPHA-METHYL-4-NITROBENZYLAMINE HYDROCHLORIDE is used as a starting material in the synthesis of chiral cyclopalladated complexes. These complexes have applications in the resolution of racemic compounds, which is an important process in the pharmaceutical industry for obtaining pure enantiomers of chiral drugs. The use of this compound in the synthesis of chiral cyclopalladated complexes contributes to the development of more efficient and selective methods for enantiomer separation and purification.
Purification Methods
To ensure dryness, the hydrochloride (ca 175 g) is extracted with EtOH (3x100mL) and evaporated to dryness (any residual H2O increases the solubility in EtOH and lowers the yield). The hydrochloride residue is triturated with absolute EtOH and dried in vacuo. The product is further purified by refluxing with absolute EtOH (200 mL for 83g) for 1hour, and cool to 10o to give 76.6g of hydrochloride m 243-245o(dec). The free base is prepared by dissolving in N NaOH, extracting with CH2Cl2 (3 x 500mL), drying (Na2CO3), filtering, evaporating and distilling it. It has m 27o, b 119-120o/0.5mm (105-107o/0.5mm, 157-159o/9mm, d 1.1764, n 1.5688, [] ±17.7o (neat) [Perry et al. Synthesis 492 1977,ORD: Nerdel & Liebig Justus Liebigs Ann Chem 621 142 1959]. [Beilstein 12 IV 2451.]
Check Digit Verification of cas no
The CAS Registry Mumber 132873-57-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,2,8,7 and 3 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 132873-57:
(8*1)+(7*3)+(6*2)+(5*8)+(4*7)+(3*3)+(2*5)+(1*7)=135
135 % 10 = 5
So 132873-57-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H10N2O2.ClH/c1-6(9)7-2-4-8(5-3-7)10(11)12;/h2-6H,9H2,1H3;1H/t6-;/m0./s1
132873-57-5Relevant articles and documents
Synthesis and pKa determination of new enantiopure dimethyl-substituted acridino-crown ethers containing a carboxyl group: Useful candidates for enantiomeric recognition studies
Németh, Tamás,Dargó, Gerg?,Petró, József Levente,Petrik, Zsófia,Lévai, Sándor,Krámos, Balázs,Béni, Zoltán,Nagy, József,Balogh, Gy?rgy Tibor,Huszthy, Péter,Tóth, Tünde
, p. 522 - 535 (2017/08/26)
New enantiopure dimethyl-substituted acridino-18-crown-6 and acridino-21-crown-7 ethers containing a carboxyl group at position 9 of the acridine ring [(S,S)-8, (S,S)-9, (R,R)-10] were synthesized. The pKa values of the new crown ethers [(S,S)-8, (S,S)-9, (R,R)-10] and of an earlier reported macrocycle [(R,R)-2] were determined by UV-pH titrations. Crown ether (S,S)-8 was attached to silica gel by covalent bonds and the enantiomeric separation ability of the newly prepared chiral stationary phase [(S,S)-CSP-12] was studied by high-performance liquid chromatography (HPLC). Homochiral preference was observed and the best separation was achieved for the enantiomers of 1-NEA. Ligands (S,S)-9 and (R,R)-10 are precursors of enantioselective sensor and selector molecules for the enantiomers of protonated primary amines, amino acids, and their derivatives.
SUBSTITUTED AZETIDINONES AS ANTI-INFLAMMATORY AND ANTIDEGENERATIVE AGENTS
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, (2008/06/13)
New substituted azetidinones of the general Formula (I) which have been found to be potent elastase inhibitors and thereby useful anti-inflammatory and antidegenerative agents are described, wherein n is
Chlorocitric acids
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, (2008/06/13)
The present invention relates to chlorocitric acids of the formula STR1 and stereoisomers, optical antipodes and pharmaceutically acceptable salts thereof, to methods of preparation thereof, including intermediates involved therein, and to their use as anorectic agents for the treatment of obesity in mammals.