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94133-42-3Relevant articles and documents
Cobalt(II), nickel(II) and copper(II) compounds derived from template reactions of enantiomerically pure 2-amino-thiazoles
Ramírez-Trejo, Raúl,Flores-Parra, Angelina,Pe?a-Hueso, José Adrián,Mijangos, Edgar,Contreras, Rosalinda,Barba-Behrens, Norah
, p. 1007 - 1014 (2010)
Herein we report the syntheses and structural analyses of three coordination compounds Co(L)2 (3), Ni(L)2, (4) and Cu(L)2 (5) (L = bis[(4R,5R)-4-methyl-5-phenyl-4,5-dihydro-thiazol-2-yl]-amine) prepared by template reactions from the optically active ligand (4R,5R)-4-methyl-5-phenyl-4,5-dihydro-thiazol-2-yl-amine (1) and CoCl2·6H2O, NiBr2·3H2O or Cu(OAc)2·H2O The template reactions involve the condensation of two molecules of thiazol-2-yl-amine and elimination of one NH3. The resulting bidentate ligand coordinates to the metal ion through the imine nitrogen atoms forming a six-membered ring, presenting an electronic delocalization which averages the four M-N bond lengths. The distorted tetrahedral geometry of the metal atoms gives place to complex electronic spectra for compounds 3-5. A mixed ionic compound (6) formed by three cations (4S,5S)-3,4-dimethyl-5-phenyl-thiazolidin-2-ylidene ammonium, one dianion tris-(thiocyano)bromide cobaltate and one bromide, obtained from reaction of (4S,5S)-3,4-dimethyl-5-phenyl-thiazolidin-2-ylidene ammonium thiocyanate (2) and CoBr2 is also described. Compounds 3-6 were characterized in the solid state by UV-Vis-NIR and IR spectroscopy, mass spectrometry and X-ray diffraction analyses. Metal···H-C, S···H-C interactions were observed in 3-6, whereas in 6, also Br···H-N, Br···H-C and Br···S, S···S short contacts were found.
An efficient synthesis of aziridines from ephedrines
Cruz, Alejandro,Padilla-Martinez, Itzia Irene,Garcia-Baez, Efren V.
body text, p. 909 - 913 (2010/08/19)
The reaction of chlorodeoxyephedrine hydrochlorides with one, two, and three molar equivalents of base was studied. Isochlorodeoxypseudoepherines were identified and assigned by 1H and 13C NMR data as intermediate compounds in the formation of cis-aziridines. Erythro and threo ephedrinethylethers were isolated as new compounds and analyzed by spectroscopic data. In addition, the erythro isomer was studied by X-ray diffraction.
Liquid Chromatographic Determination of the Enantiomeric Composition of Methamphetamine Prepared from Ephedrine and Pseudoephedrine
Noggle, F. Taylor,DeRuiter, Jack,Clark, C. Randall
, p. 1643 - 1648 (2007/10/02)
Determination of the stereochemical makeup of forensic samples can provide information about the source of the sample and a basis for intersample comparisons.The clandestine synthesis of methamphetamine and related amines continues to be a major source of these drugs of abuse.Most synthetic methods employ carbon-nitrogen bond formation and produce a racemic mixture; however, the individual enantiomers of ephedrine and pseudoephedrine contain the structural components of methamphetamine in chiral form.This paper will focus on the stereochemical course of the synthesis of methamphetamine via hydrogenolysis of the benzylic hydroxyl group in ephedrine and pseudoephedrine.The configurations of these amines were determined by liquid chromatography on an achiral C18 stationary phase following precolumn derivatization with 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl isothiocyanate.